Abstract
Diimine Pd and Ni complexes catalyze the polymerization of ethylene, propylene, and α-olefins. The reaction involves isomerization of the growing terminal (chain walking) and, as its result, produces highly branched polyethylene and poy(α-olefin)s having a smaller number of the alkyl substituents than expected from the monomer structure. Ni complexes with salicylaldimine or iminocarboxamide ligands and Pd complexes with phosphinesulfonate ligands are used as single component catalysts for ethylene polymerization. Especially, the latter catalysts show tolerance towards polar functional groups and promote copolymerization of ethylene with wide varieties of polar monomers. The Pd and Ni complexes are able to catalyze ethylene polymerization in aqueous media to yield polyethylene particles. Fe and Co complexes with bis(imino)pyridine ligands show high catalytic activity for ethylene polymerization to yield linear polyethylene. Complexes of the metals such as Rh, Ir, Ru, and Ag were revealed to become catalytically active by proper design of the ligand. Not only monometallic complexes but also bimetallic or multimetallic complexes are used for ethylene polymerization. Late transition metal complexes catalyze selective cyclopolymerization of non-conjugated dienes and trienes to afford the polymers with cycloalkane groups with controlled stereochemistry.
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References
Mülhaupt R (2003) Catalytic polymerization and post polymerization catalysis fifty years after the discovery of Ziegler’s catalysts. Macromol Chem Phys 204:289
Fischer K, Jonas K, Misbach P, Stabba R, Günther W (1973) The “Nickel effect”. Angew Chem Int Ed 12:943
Brintzinger HH, Fischer D, Mülhaupt R, Rieger B, Waymouth RM (1995) Stereospecific olefin polymerization with chiral metallocene catalysts. Anegw Chem Int Ed 34:1143
Keim W, Kowaldt FH, Goddard R, Krüger C (1978) Novel coordination of (benzoylmethylene)triphenylphosphorane in a nickel oligomerization catalyst. Angew Chem Int Ed 17:466
Johnson LK, Killian CM, Brookhart M (1995) New Pd(II)- and Ni(II)-based catalysts for polymerization of ethylene and α-olefins. J Am Chem Soc 117:6414
Bennett AMA (1999) Novel, highly active iron and cobalt catalysts for olefin polymerization. Chemtech 29:24
Small BL, Brookhart M, Bennett AMA (1998) Highly active iron and cobalt catalysts for the polymerization of ethylene. J Am Chem Soc 120:4049
Britovsek GJP, Gibson VC, Kimberley BS, Maddox PJ, McTavish SJ, Solan GA, White AJP, Williams DJ (1998) Novel olefin polymerization catalysts based on iron and cobalt. Chem Commun 849
Younkin TR, Connor EF, Henderson JI, Friedrich SK, Grubbs RH, Bansleben DA (2000) Neutral, single-component nickel(II) polyolefin catalysts that tolerant heteroatoms. Science 287:460
Drent E, van Dijk, R, van Ginkel R, van Oort B, Pugh RI (2002) Palladium catalysed copolymerisation of ethene with alkylacrylates: polar comonomer built into the linear polymer chain. Chem Commun 744
Keim W (1990) Nickel: an element with wide application in industrial homogeneous catalysis. Angew Chem Int Ed 29:235
Abu-Surrah AS, Rieger B (1996) Late transition metal complexes: catalysts for a new generation of organic polymers. Angew Chem Int Ed 35:2475
Britovsek GJP, Gibson VC, Wass DF (1999) The search for new-generation olefin polymerization catalysts: life beyond metallocenes. Angew Chem Int Ed 38:428
Ittel SD, Johnson LK, Brookhart M (2000) Late-metal catalysts for ethylene homo- and copolymerization. Chem Rev 100:1169
Mecking S (2001) Olefin polymerization by late transition metal complexes—a root of Ziegler catalysts gains new ground. Angew Chem Int Ed 40:534
Gibson VC, Spitzmesser SK (2003) Advances in non-metallocene olefin polymerization catalysis. Chem Rev 103:283
Anselment TMJ, Vagin SI, Rieger B (2008) Activation of late transition metal catalysts for olefin polymerizations and olefin/CO copolymerization. Dalton Trans 4537
Takeuchi D (2009) Recent progress in olefin polymerization catalyzed by transition metal complexes: new catalysts and new reactions. Dalton Trans 39:311
Camacho DH, Guan Z (2010) Designing late-transition metal catalysts for olefin insertion polymerization and copolymerization. Chem Commun 46:7879
McCord EF, McLain SJ, Nelson LTJ, Ittel SD, Tempel D, Killian CM, Johnson LK, Brookhart M (2007) 13C NMR analysis of α-olefin enchainment in poly(α-olefins) produced with nickel and palladium α-diimine catalysts. Macromolecules 40:410
Tempel DJ, Johnson LK, Huff RL, White PS, Brookhart M (2000) Mechanistic studies of Pd(II)–α-diimine-catalyzed olefin polymerizations. J Am Chem Soc 122:6686
Shultz LH, Tempel DJ, Brookhart M (2001) Palladium(II) β-agostic alkyl cations and alkyl ethylene complexes: investigation of polymer chain isomerization mechanisms. J Am Chem Soc 123:11539
Guan Z, Cotts PM, McCord EF, McLain SJ (1999) Chain walking: a new strategy to control polymer topology. Science 283:2059
Patil R, Colby RH, Read DJ, Chen G, Guan Z (2005) Rheology of Polyethylenes with Novel Branching Topology Synthesized by a Chain-Walking Catallyst. Macromolecules 38:10571
Michalak A, Ziegler T (2001) DFT studies on the copolymerization of α-olefins with polar monomers: ethylene-methyl acrylate copolymerization catalyzed by a Pd-based diimine catalyst. J Am Chem Soc 123:12266
Gottfried AC, Brookhart M (2001) Living polymerization of ethylene using Pd(II) α-diimine catalysts. Macromolecules 34:1140
Gottfried AC, Brookhart M (2003) Living and block copolymerization of ethylene and α-olefins using palladium(II)–α-diimine catalysts. Macromolecules 36:3085
Borkar S, Yennawar H, Sen A (2007) Methacrylate insertion into cationic diimine palladium(II)–alkyl complexes and the synthesis of poly(alkene-block-alkene/carbon monoxide) copolymers. Organometallics 26:4711
Zou H, Zhu FM, Wu Q, Ai JY, Lin SA (2005) Synthesis of long-chain-branched polyethylene by ethylene homopolymerization with a novel nickel(II) α-diimine catalyst. J Polym Sci Part A Polym Chem 43:1325
Bahuleyan BK, Son GW, Park D-W, Ha C-S, Kim I (2008) Ethylene polymerization by sterically and electronically modulated Ni(II) α-diimine complexes. J Polym Sci Part A Polym Chem 46:1066
Popeney CS, Guan Z (2005) Ligand electronic effects on late transition metal polymerization catalysts. Organometallics 24:1145
Popeney CS, Guan Z (2010) Effect of ligand electronics on the stability and chain transfer rates of substituted Pd(II) α-diimine catalysts. Macromolecules 43:4091
McCord EF, McLain SJ, Nelson LTJ, Arthur SD, Coughlin EB, Ittel SD, Johnson LK, Tempel D, Killian CM, Brookhart M (2001) 13C and 2D NMR analysis of propylene polymers made with α-Diimine late metal catalysts. Macromolecules 34:362
Pellecchia C, Zambelli A, Oliva L, Pappalardo D (1996) Syndiotactic-specific polymerization of propene with nickel-based catalysts. 2. Regiochemistry and stereochemistry of the initiation steps. Macromolecules 29:6990
Svejda SA, Johnson LK, Brookhart M (1999) Low-temperature spectroscopic observation of chain growth and migratory insertion barriers in (α-diimine)Ni(II) olefin polymerization catalysts. J Am Chem Soc 121:10634
Cherian AE, Rose JM, Lobkovsky EB, Coates GW (2005) A C2-symmetric, living α-diimine Ni(II) catalyst: regioblock copolymers from propylene. J Am Chem Soc 127:13770
Hotta A, Cochran E, Ruokolainen J, Khanna V, Fredrickson GH, Kramer EJ, Shin Y-W, Shimizu F, Cherian AE, Hustad PD, Rose JM, Coates GW (2006) Semicrystalline thermoplastic elastomeric polyolefins: advances through catalyst development and macromolecular design. Proc Nat Acad Sci USA 103:15327
Rose JM, Deplace F, Lynd NA, Wang Z, Hotta A, Lobkovsky EB, Kramer EJ, Coates GW (2008) C2-symmetric Ni(II) α-diimines featuring cumyl-derived ligands: synthesis of improved elastomeric regioblock polypropylenes. Macromolecules 41:9548
Killian CM, Tempel DJ, Johnson LK, Brookhart M (1996) Living polymerization of α-olefins using Ni(II)–α-diimine catalysts. Synthesis of new block polymers based on α-olefins. J Am Chem Soc 118:11664
Rose JM, Cherian AE, Coates GW (2006) Living polymerization of α-olefins with an α-diimine Ni(II) catalyst: formation of well-defined ethylene–propylene copolymers through controlled chain-walking. J Am Chem Soc 128:4186
Luo S, Jordan RF (2006) Copolymerization of silyl vinyl ethers with olefins by (α-diimine)PdR+. J Am Chem Soc 128:12072
Fernandes S, Ascenso JR, Gomes PT, Costa SI, Silva LC, Chien JCW, Marques MM (2005) Synthesis of acrylamide end-functionalized poly(1-hexene) using an α-diimine nickel catalyst. Polym Int 54:249
Rieth LR, Eaton RF, Coates GW (2001) Polymerization of ureidopyridmidinone-functionalized olefins by using late-transition metal ziegler-natta catalysts: synthesis of thermoplastic elastomeric polyolefins. Angew Chem Int Ed 40:2153
Takeuchi D (2011) Precise isomerization polymerization of alkenylcyclohexanes: stereoregular polymers containing six-membered rings along the polymer chain. J Am Chem Soc 133:11106
Schmid M, Eberhardt R, Klinga M, Leskelä M, Rieger B (2001) New C2v-and chiral C2-symmetric olefin polymerization catalysts based on nickel(II) and palladium(II) diimine complexes bearing 2,6-diphenyl aniline moieties: synthesis, structural characterization, and first insight into polymerization properties. Organometallics 20:2321
Meinhard D, Wegner M, Kipiani G, Hearley A, Reuter P, Fischer S, Marti O, Rieger B (2007) New nickel(II) diimine complexes and the control of polyethylene microstructure by catalyst design. J Am Chem Soc 129:9182
Schmid M, Eberhardt R, Kukral J, Rieger B (2002) Novel non-symmetric nickel-diimine complexes for the homopolymerization of ethene: control of branching by catalyst design. Z Naturforsch 57b:1141
Meinhard D, Rieger B (2007) Novel unsymmetric α-diimine nickel(II) complexes: suitable catalysts for copolymerization reactions. Chem Asian J 2:386
Camacho DH, Salo EV, Ziller JW, Guan Z (2004) Cyclophane-based highly active late-transition-metal catalysts for ethylene polymerization. Angew Chem Int Ed 43:1821
Camacho DH, Guan Z (2005) Living polymerization of α-olefins at elevated temperatures catalyzed by a highly active and robust cyclophane-based nickel catalyst. Macromolecules 38:2544
Popeney CS, Rheingold AL, Guan Z (2009) Nickel(II) and palladium(II) polymerization catalysts bearing a fluorinated cyclophane ligand: stabilization of the reactive intermediate. Organometallics 28:4452
Popeney CS, Camacho DH, Guan Z (2007) Efficient incorporation of polar comonomers in copolymerizations with ethylene using a cyclophane-based Pd(II) α-diimine catalyst. J Am Chem Soc 129:10062
Popeney CS, Guan Z (2009) A mechanistic investigation on copolymerization of ethylene with polar monomers using a cyclophane-based Pd(II) α-diimine catalyst. J Am Chem Soc 131:12384
Leung DH, Ziller JW, Guan Z (2008) Axial donating ligands: a new strategy for late transition metal olefin polymerization catalysis. J Am Chem Soc 130:7538
Camacho DH, Salo EV, Guan Z, Ziller JW (2005) Nickel(II) and palladium(II) complexes with an alkane-bridged macrocyclic ligand: synthesis, characterization, and polymerization tests. Organometallics 24:4933
Leatherman MD, Brookhart M (2001) Ni(II)-catalyzed polymerization of trans-2-butene. Macromolecules 34:2748
Milano G, Guerra G, Mazzeo M, Pellecchia C, Cavallo L (2005) (E)–(Z) selectivity in the polymerization of 2-butene promoted by Ni(II) brookhart-type catalysts. Macromolecules 38:2072
Liu W, Brookhart M (2004) Mechanistic studies of palladium(II)-α-diimine-catalyzed polymerizations of cis- and trans-2-butenes. Organometallics 23:6099
Endo K, Kondo Y (2006) Polymerization of trans-2-butene with (α-diimine)Ni(II) complex in combination with Et2AlCl. Polym J 38:1160
Cherian AE, Lobkovsky EB, Coates GW (2003) Chiral anilines: development of C 2-symmetric, late-transition metal catalysts for isoselective 2-butene polymerization. Chem Commun 2566
Janiak C, Lassahn PG (2001) The vinyl homopolymerization of norbornene. Macromol Rapid Commun 22:479
Janiak C, Lassahn PG (2001) Metal catalysts for the vinyl polymerization of norbornene. J Mol Catal A Chem 166:193
Blank F, Janiak C (2009) Metal catalysts for the vinyl/addition polymerization of norbornene. Coord Chem Rev 253:827
Rush S, Reinmuth A, Risse W, O’Brien J, Ferro DR, Tritto I (1996) Polymers composed of triangular repeating units. Pd2+-catalyzed addition polymerizations of 3,3-dialkylcyclopropenes. J Am Chem Soc 118:12230
Rush S, Reinmuth A, Risse W (1997) Palladium(II)-catalyzed olefin addition polymerizations of 3,3-dialkyl-substituted cyclopropenes. Macromolecules 30:7375
Curran K, Risse W, Boggioni L, Tritto I (2008) Addition polymers of strained cyclic olefins—transition metal catalysed polymerisations of the cyclobutane derivative bicyclo[3.2.0]hept-6-ene. Macromol Chem Phys 209:707
McLain SJ, Feldman J, McCord EF, Gardner KH, Teasley MF, Coughlin EB, Sweetman KJ, Johnson LK, Brookhart M (1998) Addition polymerization of cyclopentene with nickel and palladium catalysts. Macromolecules 31:6705
Okada T, Takeuchi D, Shishido A, Ikeda T, Osakada K (2009) Isomerization polymerization of 4-alkylcyclopentenes catalyzed by Pd complexes: hydrocarbon polymers with isotactic-type stereochemistry and liquid-crystalline properties. J Am Chem Soc 131:10852
Naga N, Yabe T, Sawaguchi A, Sone M, Noguchi K, Murase S (2008) Liquid crystalline features in a polyolefin of poly(methylene-1,3-cyclopentane). Macromolecules 41:7448
Naga N, Shimura H, Sone M (2009) Liquid crystalline features of optically active poly(methylene-1,3-cyclopentane). Macromolecules 42:7631
Bianchini C, Giambastiani G, Luconi L, Meli A (2010) Olefin oligomerization, homopolymerization and copolymerization by late transition metals supported by (Imino)pyridine ligands. Coord Chem Rev 254:431
Laine TV, Lappalainen K, Liimatta J, Aitola E, Löfgren B, Leskelä M (1999) Polymerization of ethylene with new diimine complexes of late transition metals. Macromol Rapid Commun 20:487
Laine TV, Piironen U, Lappalainen K, Klinga M, Aitola E, Leskelä M (2000) Pyridinylimine-based nickel(II) and palladium(II) complexes: preparation, structural characterization and use as alkene polymerization catalysts. J Organomet Chem 606:112
Zhang W, Sun W-H, Wu B, Zhang S, Ma H, Li Y, Chen J, Hao P (2006) Synthesis of palladium complexes containing 2-methoxycarbonyl-6-iminopyridine ligand and their catalytic behaviors in reaction of ethylene and norbornene. J Organomet Chem 691:4759
Tang X, Sun W-H, Gao T, Hou J, Chen J, Chen W (2005) Nickel(II) complexes bearing 2-ethoxycarboxylate-6-iminopyridyl ligands: synthesis, structures and their catalytic behavior for ethylene oligomerization and polymerization. J Organomet Chem 690:1570
Chen R, Bacsa J, Mapolie SF (2002) The synthesis and crystal structure of {N-dodecyl-N-pyridin-2-ylmethyleneamine}dichloro palladium and its preliminary evaluation as a catalyst for ethylene polymerization. Inorg Chem Commun 5:724
Watanabe M (2005) Novel azaferrocenyliminonickel catalysts for olefin polymerization. Macromol Rapid Commun 26:34
Yang F-Z, Chen Y-C, Lin Y-F, Yu K-H, Liu Y-H, Wang Y, Liu S-T, Chen J-T (2009) Nickel catalysts bearing bidentate α-aminoaldimines for ethylene polymerization—independent and cooperative structure/reactivity relationship resulting from unsymmetric square planar coordination. Dalton Trans 1243
Huang Z, Song K, Liu F, Long J, Hu H, Gao H, Wu Q (2008) Synthesis and characterization of a series of 2-aminopyridine nickel(II) complexes and their catalytic properties toward ethylene polymerization. J Polym Sci Part A Polym Chem 46:1618
Burns CT, Jordan RF (2007) Ethylene dimerization by cationic palladium(II) alkyl complexes that contain bis(heterocycle)methane ligands. Organometallics 26:6726
Burns CT, Jordan RF (2007) Ethylene polymerization by sterically crowded palladium(II) complexes that contain bis(heterocycle)methane ligands. Organometallics 26:6737
Burns CT, Jordan RF (2007) Mechanism of ethylene oligomerization by a cationic palladium(II) alkyl complex that contains a (3,5-Me2-pyrazolyl)2CHSi(p-tolyl)3) ligand. Organometallics 26:6750
Dennett JNL, Gillon AL, Heslop K, Hyett DJ, Fleming JS, Lloyd-Jones CE, Orpen AG, Pringle PG, Wass DF (2004) Diphosphine complexes of nickel(II) are efficient catalysts for the polymerization and oligomerization of ethylene: steric activation and ligand backbone effects. Organometallics 23:6077
Dixon JT, Green MJ, Hess FM, Morgan DH (2004) Advances in selective ethylene trimerization—a critical overview. J Organomet Chem 689:3641
Wass DF (2007) Chromium-catalyzed ethene trimerisation and tetramerisation—breaking the rules in olefin oligomerization. Dalton Trans 816
Lavanant L, Rodrigues A-S, Kirillov E, Carpentier J-F, Jordan RF (2008) Synthesis, structures, dynamics, and ethylene polymerization activity of nickel complexes containing an ortho-methoxy-aryl diphosphine ligand. Organometallics 27:2107
Dolinsky MCB, Lin WO, Dias ML (2006) Ethylene polymerization with nickel complexes containing aminophosphine ligands. J Mol Catal A Chem 258:267
Ikeda S, Ohhata F, Miyoshi M, Tanaka R, Minami T, Ozawa F, Yoshifuji M (2000) Synthesis and reactions of palladium and platinum complexes bearing diphosphinidenecyclobutene ligands: a thermally stable catalyst for ethylene polymerization. Angew Chem Int Ed 39:4512
Ionkin A Marshall W (2003) New thermally stable cationic η 3-allyl(1,4-diphospha-(1,3)-butadiene) nickel complexes for ethylene polymerization. Chem Commun 710
Kantchev EAB, O’Brien CJ, Organ MG (2007) Palladium complexes of N-heterocyclic carbenes as catalysts for cross-coupling reactions—a synthetic chemist’s perspective. Angew Chem Int Ed 46:2768
Marion N, Nolan SP (2008) Well-defined N-heterocyclic carbenes—palladium(II) precatalysts for cross-coupling reactions. Acc Chem Res 41:1440
Wang X, Liu S, Jin G-X (2004) Preparation, structure, and olefin polymerization behavior of functionalized nickel(II) N-heterocyclic carbene complexes. Organometallics 23:6002
Tanabiki M, Tsuchiya K, Kumanomido Y, Matsubara K, Motoyama Y, Nagashima H (2004) Nickel(II) isocyanide complexes as ethylene polymerization catalysts. Organometallics 23:3976
Wang X, Liu S, Weng L, Jin G-X (2005) Preparation, structure and ethylene polymerization behavior of mixed-halide nickel(II) complexes and cobalt(II) complex containing imidazolium. J Organomet Chem 690:2934
Li K, Darkwa J, Guzei IA, Mapolie SF (2002) Synthesis and evaluation of substituted pyrazoles palladium(II) complexes as ethylene polymerization catalysts. J Organomet Chem 660:108
Nelana SM, Darkwa J, Guzei IA, Mapolie SF (2004) Ethylene polymerization catalyzed by substituted pyrazole nickel complexes. J Organomet Chem 689:1835
Santi R, Romano AM, Sommazzi A, Grande M, Bianchini C, Mantovani G (2005) Catalytic polymerisation of ethylene with tris(pyrazolyl)borate complexes of late transition metals. J Mol Catal A: Chem 229:191
Carvalho MFNN, Cermák J, Fernandes AC, Ferreira AS, Galvão AM, Matos I, Marques MM (2007) Ethylene polymerisation by Ni-diphosphine azine complexes. Polym Int 56:613
Wang C, Friedrich S, Younkin TR, Li RT, Grubbs RH, Bansleben DA, Day MW (1998) Neutral nickel(II)-based catalysts for ethylene polymerization. Organometallics 17:3149
Connor EF, Younkin TR, Henderson JI, Waltman AW, Grubbs RH (2003) Synthesis of neutral nickel catalysts for ethylene polymerization—the influence of ligand size on catalyst stability. Chem Commun 2272
Mu H-L, Ye W-P, Song D-P, Li Y-S (2010) Highly active single-component neutral ethylene polymerization catalysts: the influence of electronic effects and spectator ligands. Organometallics 29:6282
Connor EF, Younkin TR, Henderson JI, Hwang S, Grubbs RH, Roberts WP, Litzau JJ (2002) Linear functionalized polyethylene prepared with highly active neutral Ni(II) complexes. J Polym Sci Part A Polym Chem 40:2842
Zuideveld MA, Wehrmann P, Röhr C, Mecking S (2004) Remote substituents controlling catalytic polymerization by very active and robust neutral nickel(II) complexes. Angew Chem Int Ed 43:869
Göttker-Schnetmann I, Wehrmann P, Röhr C, Mecking S (2007) Substituent effects in (κ 2-N,O)-salicylaldiminato nickel(II)-methyl pyridine polymerization catalysts: terphenyls controlling polyethylene microstructures. Organometallics 26:2348
Bastero A, Franciò G, Leitner W, Mecking S (2006) Catalytic ethylene polymerization in carbon dioxide as a reaction medium with soluble nickel(II) catalysts. Chem Eur J 12:6110
Guironnet D, Göttker-Schnetmann I, Mecking S (2009) Catalytic polymerization in dense CO2 to controlled microstructure polyethylenes. Macromolecules 42:8157
Berkefeld A, Mecking S (2009) Deactivation pathways of neutral Ni(II) polymerization catalysts. J Am Chem Soc 131:1565
Wehrmann P, Mecking S (2006) Aqueous dispersions of polypropylene and poly(1-butene) with variable microstructures formed with neutral nickel(II) complexes. Macromolecules 39:5963
Zhang L, Brookhart M, White PS (2006) Synthesis, characterization, and ethylene polymerization activities of neutral nickel(II) complexes derived from anilino-substituted enone ligands bearing trifluoromethyl and trifluoroacetyl substituents. Organometallics 25:1868
Li X-F, Li Y-G, Li Y-S, Chen Y-X, Hu N-H (2005) Copolymerization of ethylene with methyl methacrylate with neutral nickel(II) complexes bearing β-ketoiminato chelate ligands. Organometallics 24:2502
Song D-P, Ye W-P, Wang Y-X, Liu J-Y, Li Y-S (2009) Highly active neutral nickel(II) catalysts for ethylene polymerization bearing modified β-ketoiminato ligands. Organometallics 28:5697
Song D-P, Wu J-Q, Ye W-P, Mu H-L, Li Y-S (2010) Accessible, highly active single-component β-ketiminato neutral nickel(II) catalysts for ethylene polymerization. Organometallics 29:2306
Song D-P, Wang Y-X, Mu H-L, Li B-X, Li Y-S (2011) Observations and mechanistic insights on unusual stability of neutral nickel complexes with a sterically crowded metal center. Organometallics 30:925
Hicks FA, Brookhart M (2001) A highly active anilinotropone-based neutral nickel(II) catalyst for ethylene polymerization. Organometallics 20:3217
Jenkins JC, Brookhart M (2003) A highly active anilinoperinaphthenone-based neutral nickel(II) catalyst for ethylene polymerization. Organometallics 22:250
Jenkins JC, Brookhart M (2004) A mechanistic investigation of the polymerization of ethylene catalyzed by neutral Ni(II) complexes derived from bulky anilinotropone ligands. J Am Chem Soc 126:5827
Hicks FA, Jenkins JC, Brookhart M (2003) Synthesis and ethylene polymerization activity of a series of 2-anilinotropone-based neutral nickel(II) catalysts. Organometallics 22:3533
Okada M, Nakayama Y, Ikeda T, Shiono T (2006) Synthesis of uniquely branched polyethylene by anilinonaphtoquinone ligated nickel complex activated with tris(pentafluorophenyl)borane. Macromol Rapid Commun 27:1418
Okada M, Nakayama Y, Shiono T (2007) Synthesis of anilinonaphthoquinone-based nickel complexes and their application for olefin polymerization. J Organomet Chem 692:5183
Lee BY, Bazan GC, Vela J, Komon ZJA, Bu X (2001) α-Iminocarboxamidato—nickel(II) ethylene polymerization catalysts. J Am Chem Soc 123:5352
Diamanti SJ, Khanna V, Hotta A, Yamakawa D, Shimizu F, Kramer EJ, Fredrickson GH, Bazan GC (2004) Synthesis of block copolymer segments containing different ratios of ethylene and 5-norbornen-2-yl acetate. J Am Chem Soc 126:10528
Schneider Y, Azoulay JD, Coffin RC, Bazan GC (2008) New polyethylene macroinitiators and their subsequent grafting by atom transfer radical polymerization. J Am Chem Soc 130:10464
Diamanti SJ, Ghosh P, Shimizu F, Bazan GC (2003) Ethylene homopolymerization and copolymerization with functionalized 5-norbornen-2-yl monomers by a novel nickel catalyst system. Macromolecules 36:9731
Rojas RS, Wasilke J-C, Wu G, Ziller JW, Bazan GC (2005) α-Iminocarboxamide nickel complexes: synthesis and uses in ethylene polymerization. Organometallics 24:5644
Azoulay JD, Itigaki K, Wu G, Bazan GC (2008) Influence of steric and electronic perturbations on the polymerization activities of α-iminocarboxamide nickel complexes. Organometallics 27:2273
Rojas RS, Galland GB, Wu G, Bazan GC (2007) Single-component α-iminocarboxamide nickel ethylene polymerization and copolymerization initiators. Organometallics 26:5339
Coffin RC, Schneider Y, Kramer E, Bazan GC (2010) Binuclear initiators for the telechelic synthesis of elastomeric polyolefins. J Am Chem Soc 132:13869
Chen Y, Boardman BM, Wu G, Bazan GC (2007) A zwitterionic nickel–olefin initiator for the preparation of high molecular weight polyethylene. J Organomet Chem 692:4745
Boardman BM, Wu G, Rojas R, Bazan GC (2009) Binding modes of a dimethyliminopentanone ligand on nickel pre-catalysts toward olefin polymerization. J Organomet Chem 694:1380
Kim YH, Kim TH, Lee BY, Woodmansee D, Bu X, Bazan GC (2002) α-Iminoenamido ligands: a novel structure for transition-metal activation. Organometallics 21:3082
Boardman BM, Valderrama JM, Muñoz F, Wu G, Bazan GC, Rojas R (2008) Remote activation of nickel complexes by coordination of B(C6F5)3 to an exocyclic carbonitrile functionality. Organometallics 27:1671
Shim CB, Kim YH, Lee BY, Dong Y, Yun H (2003) [2-(Alkylideneamino)benzoaato]nickel(II) complexes: active catalysts for ethylene polymerization. Organometallics 22:4272
Feldman J, McLain SJ, Parthasarathy A, Marshall WJ, Calabrese JC, Arthur SD (1997) Electrophilic metal precursors and a β-diimine ligand for nickel(II)- and Palladium(II)-catalyzed ethylene polymerization. Organometallics 16:1514
Azoulay JD, Rojas RS, Serrano AV, Ohtaki H, Galland GB, Wu G, Bazan GC (2009) Nickel α-keto-β-diimine initiators for olefin polymerization. Angew Chem Int Ed 48:1089
Azoulay JD, Schneider Y, Galland GB, Bazan GC (2009) Living polymerization of ethylene and α-olefins using a nickel α-Keto-β-diimine initiator. Chem Commun 6177
Azoulay JD, Koretz ZA, Wu G, Bazan GC (2010) Well-defined cationic methallyl α-keto-β-diimine complexes of nickel. Angew Chem Int Ed 49:7890
Drent E, van Dijk R, van Ginkel R, van Oort B, Pugh RI (2002) Palladium catalysed copolymerisation of ethene with alkylacrylates: polar comonomer built into the linear polymer chain. Chem Commun 744
Drent E, van Dijk R, van Ginkel R, van Oort B, Pugh RI (2002) The first example of palladium catalysed non-perfectly alternating copolymerisation of ethene and carbon monoxide. Chem Commun 964
Hearley AK, Nowack RJ, Rieger B (2005) New singel-site palladium catalysts for the nonalternating copolymerization of ethylene and carbon monoxide. Organometallics 24:2755
Kochi, T, Yoshimura K, Nozaki K (2006) Synthesis of anionic methylpalladium complexes with phosphine-sulfonate ligands and their activities for olefin polymerization. Dalton Trans 25
Kochi T, Noda S, Yoshimura K, Nozaki K (2007) Formation of linear copolymers of ethylene and acrylonitrile catalyzed by phosphine sulfonate palladium complexes. J Am Chem Soc 129:8948
Vela J, Lief GR, Shen Z, Jordan RF (2007) Ethylene polymerization by palladium alkyl complexes containing bis(aryl)phosphino-toluenesulfonate ligands. Organometallics 26:6624
Skupov KM, Marella PR, Simard M, Yap GPA, Allen N, Conner D, Goodall BL, Claverie JP (2007) Palladium aryl sulfonate phosphine catalysts for the copolymerization of acrylates with ethene. Macromol Rapid Commun 28:2033
Guironnet D, Roesle P, Rünzi T, Göttker-Schnetmann I, Mecking S (2009) Insertion polymerization of acrylate. J Am Chem Soc 131:422
Piche L, Daigle J-C, Poli R, Claverie JP (2010) Investigation of steric and electronic factors of (arylsulfonyl)phosphane-palladium catalysts in ethene polymerization. Eur J Inorg Chem 4595
Shen Z, Jordan RF (2010) Self-assembled tetranuclear palladium catalysts that produce high molecular weight linear polyethylene. J Am Chem Soc 132:52
Haras A, Anderson GDW, Michalak A, Rieger B, Ziegler T (2006) Computational insight into catalytic control of poly(ethylene–methyl acrylate) topology. Organometallics 25:4491
Noda S, Nakamura A, Kochi T, Chung LW, Morokuma K, Nozaki K (2009) Mechanistic studies on the formation of linear polyethylene chain catalyzed by palladium phosphine-sulfonate complexes: experiment and theoretical studies. J Am Chem Soc 131:14088
Noda S, Kochi T, Nozaki K (2009) Synthesis of allylnickel complexes with phosphine sulfonate ligands and their application for olefin polymerization without activators. Organometallics 28:656
Zhou X, Bontemps S, Jordan RF (2008) Base-free phosphine–sulfonate nickel benzyl complexes. Organometallics 27:4821
Guironnet D, Rünzi R, Göttker-Schnetmann I, Mecking S (2008) Control of molecular weight in Ni(II)-catalyzed polymerization via the reaction medium. Chem Commun 4965
Nodono M, Novak BM, Boyle PT (2004) Ethylene polymerization catalyzed by neutral nickel(II) complex with O-N-chelating ligand. Polymer J 36:140
Brasse M, Cámpora J, Palma P, Álvarez E, Cruz V, Ramos J, Reyes ML (2008) Nickel 2-iminopyridine N-oxide (PymNox) complexes: cationic counterparts of salicylaldiminate-based neutral ethylene polymerization. Organometallics 27:4711
Zhang J, Ke Z, Bao F, Long J, Gao H, Zhu F, Wu Q (2006) Ethylene polymerization and oligomerization catalyzed by bulky β-diketiminato Ni(II) and β-diimine Ni(II) complexes/methylaluminoxane systems. J Mol Catal A Chem 249:31
Gao H, Ke Z, Pei L, Song K, Wu Q (2007) Drastic ligand electronic effect on anilido–imino nickel catalysts toward ethylene polymerization. Polymer 48:7249
Li J, Tian D, Song H, Wang C, Zhu X, Cui C, Cheng J-P (2008) Synthesis, structures, and reactivity of nickel complexes incorporating sulfonamido-imine ligands. Organometallics 27:1605
Ketz BE, Ottenwaelder XG, Waymouth RM (2005) Synthesis, structure, and olefin polymerization with nickel(II) N-heterocyclic carbene enolates. Chem Commun 5693
Longo P, Grisi F, Proto A, Zambelli A (1998) New Ni(II) based catalysts active in the polymerization of olefins. Macromol Rapid Commun 19:31
Keim W, Appel R, Storeck A, Krüger C, Goddard R (1981) Novel nickel- and palladium-complexes with aminobis(imino)phosphorane ligands for the polymerization of ethylene. Angew Chem Int Ed 20:116
Möhring VM, Fink G (1985) Novel polymerization of α-olefins with the catalyst system nickel/aminobis(imino)phosphorane. Angew Chem Int Ed 24:1001
Schubbe R, Angermund K, Fink G, Goddard R (1995) Structure of active species and explanation of the migration mechanism in 2,ω-polymerization of α-olefins. Macromol Chem Phys 196:467
Stapleton RL, Chai J, Taylor NJ, Collins S (2006) Ethylene polymerization using discrete nickel(II) iminophosphonamide complexes. Organometallics 25:2514
Stapleton RA, Chai J, Nuanthanom A, Flisak Z, Nele M, Ziegler T, Rinaldi PL, Soares JBP, Collins S (2007) Synthesis of low density poly(ethylene) using nickel iminophosphonamide complexes. Macromolecules 40:2993
Schmidt GF, Brookhart M (1985) Implications of three-center, two-electron M-H-C bonding for related alkyl migration reactions: design and study of an ethylene polymerization catalyst. J Am Chem Soc 107:1443
Brookhart M, Volpe AF Jr, Lincoln DM, Horváth IT, Millar JM (1990) Detection of an alkyl ethylene complex during ethylene polymerization by a Co(III) catalyst. Energetics of the β-migratory insertion reaction. J Am Chem Soc 112:5634
Brookhart M, DeSimone JM, Grant BE, Tanner MJ (1995) Cobalt(III)-catalyzed living polymerization of ethylene: routes to end-capped polyethylene with a narrow molar mass distribution. Macromolecules 28:5378
Daugulis O, Brookhart M, White PS (2003) Ethylene polymerization using tetramethyl(2-methylthioethyl)cyclopentadienyl complexes of cobalt. Organometallics 22:4699
Enders M, Ludwig G, Pritzkow H (2001) Nitrogen-functionalized cyclopentadienyl ligands with a rigid framework: complexation behavior and properties of cobalt(I), -(II), and –(III) half-sandwich complexes. Organometallics 20:827
Bianchini C, Giambastiani G, Rios IG, Mantovani G, Meli A, Segarra AM (2006) Ethylene oligomerization, homopolymerization and copolymerization by iron and cobalt catalysts with 2,6-(bis-organylimino)pyridyl ligands. Coord Chem Rev 250:1391
Gibson VC, Redshaw C, Solan GA (2007) Bis(imino)pyridines: surprisingly reactive ligands and a gateway to new families of catalysts. Chem Rev 107:1745
Britovsek GJP, Bruce M, Gibson VC, Kimberley BS, Maddox PJ, Mastroianni S, McTavish SJ, Redshaw C, Solan GA, Strömberg S, White AJP, Williams DJ (1999) Iron and cobalt ethylene polymerization catalysts bearing 2,6-bis(imino)pyridyl ligands: synthesis, structures, and polymerization studies. J Am Chem Soc 121:8728
Small BL, Brookhart M (1998) Iron-based catalysts with exceptionally high activities and selectivities for oligomerization of ethylene to linear α-olefins. J Am Chem Soc 120:7143
Britovsek GJP, Mastroianni S, Solan GA, Baugh SPD, Redshaw C, Gibson VC, White AJP, Williams DJ, Elsegood MRJ (2000) Oligomerization of ethylene by bis(imino)pyridyliron and –cobalt complexes. Chem Eur J 6:2221
Small BL, Marcucci AJ (2001) Iron catalysts for the head-to-head dimerization of α-olefins and mechanistic implications for the production of linear α-olefins. Organometallics 20:5738
Britovsek GJP, Cohen SA, Gibson VC, Maddox PJ, van Meurs M (2002) Iron-catalyzed polyethylene chain growth on zinc: linear α-olefins with a poisson distribution. Angew Chem Int Ed 41:489
Britovsek GJP, Cohen SA, Gibson VC, van Meurs M (2004) Iron catalyzed polyethylene chain growth on zinc: a study of the factors delineating chain transfer versus catalyzed chain growth in zinc and related metal alkyl systems. J Am Chem Soc 126:10701
van Meurs M, Britovsek GJP, Gibson VC, Cohen SA (2005) Polyethylene chain growth on zinc catalyzed by olefin polymerization catalysts: a comparative investigation of highly active catalyst systems across the transition series. J Am Chem Soc 127:9913
Griffiths EAH, Britovsek GJP, Gibson VC, Gould IR (1999) Highly active ethylene polymerisation catalysts based on iron: an ab initio study. Chem Commun 1333
Khoroshun DV, Musaev DG, Vreven T, Morokuma K (2001) Theoretical study on bis(imino)pyridyl-Fe(II) olefin poly- and oligomerization catalysts. Dominance of different spin states in propagation and β-hydride transfer pathways. Organometallics 20:2007
Kooistra TM, Knijnenburg Q, Smits JMM, Horton AD, Budzelaar PHM, Gal AW (2001) Olefin polymerization with [{bis(imino)pyridyl}CoIICl2]: generation of the active species involves CoI. Angew Chem Int Ed 40:4719
Gibson VC, Humphries MJ, Tellmann KP, Wass DF, White AJP, Williams DJ (2001) The nature of the active species in bis(imino)pyridyl cobalt ethylene polymerisation catalysts. Chem Commun 2252
Britovsek GJP, Clentsmith GKB, Gibson VC, Goodgame DML, McTavish SJ, Pankhurst QA (2002) The nature of the active site in bis(imino)pyridine iron ethylene polymerisation catalysts. Catal Commun 207
Talsi EP, Babushkin DE, Semikolenova NV, Zudin VN, Panchenko VN, Zakharov VA (2001) Polymeirzation of ethylene catalyzed by iron complex bearing 2,6-bis(imine)pyridyl ligand: 1H and 2H NMR monitoring of ferous species formed via catalyst activation with AlMe3, MAO, AlMe3/B(C6F5)3 and AlMe3/CPh3B(C6F5)4. Macromol Chem Phys 202:2046
Bryliakov KP, Semikolenova NV, Zakharov VA, Talsi EP (2004) Active intermediates of ethylene polymerization over 2,6-bis(imino)pyridyl iron complex activated with aluminum trialkyls and metylaluminoxane. Organometallics 23:5375
Bryliakov KP, Talsi EP, Semikolenova NV, Zakharov VA (2009) Formation and nature of the active sites in bis(imino)pyridine iron-based polymerization catalysts. Organometallics 28:3225
Castro PM, Lahtinen P, Axenov K, Viidanoja J, Kotiaho T, Leskelä M, Repo T (2005) Activation of 2,6-bis(imino)pyridine iron(II) chloride complexes by metylaluminoxane: an electrospray ionization tandem mass spectrometry investigation. Organometallics 24:3664
Bouwkamp MW, Lobkovsky E, Chirik PJ (2005) Bis(imino)pyridine iron(II) alkyl cations for olefin polymerization. J Am Chem Soc 127:9660
Barabanov AA, Bukatov GD, Zakharov VA, Semikolenova NV, Echevskaja LG, Matsko MA (2005) Kinetic peculiarities of ethylene polymerization over homogeneous bis(imino)pyridine Fe(II) catalysts with different activators. Macromol Chem Phys 206:2292
Abu-Surrah AS, Lappalainen K, Piironen U, Lehmus P, Repo T, Leskelä M (2002) New bis(imino)pyridine-iron(II)- and cobalt(II)-based catalysts: synthesis, characterization and activity towards polymerization of ethylene. J Organomet Chem 648:55
Tanabiki M, Sunada Y, Nagashima H (2007) A bis-[C(trimethylsilyl)-N-arylimino]dimethylsilane, Me3Si(C=NAr)SiMe2(C=NAr)SiMe3 (Ar = 2,6-xylyl), as a New β-diimine ligand. Organometallics 26:6055
Bart SC, Hawrelak EJ, Schmisseur AK, Lobkovsky E, Chirik PJ (2004) Synthesis, reactivity, and solid state structures of four-coordinate iron(II) and manganese(II) alkyl complexes. Organometallics 23:237
Kleigrewe N, Steffen W, Blömker T, Kehr G, Fröhlich R, Wibbeling B, Erker G, Wasilke J-C, Wu G, Bazan GC (2005) Chelate bis(imino)pyridine cobalt complexes: synthesis, reduction, and evidence for the generation of ethene polymerization catalysts by Li+ cation activation. J Am Chem Soc 127:13955
Fernandes S, Bellabarba RM, Ribeiro AFG, Gomes PT, Ascenso JR, Mano JF, Dias AR, Marques MM (2002) Polymerisation of ethylene catalysed by mono-imine-2,6-diacetylpyridine iron/methylaluminoxane (MAO) catalyst system: effect of the ligand on polymer microstructure. Polym Int 51:1301
Sun W-H, Tang X, Gao T, Wu B, Zhang W, Ma H (2004) Synthesis, characterization, and ethylene oligomerization and polymerization of ferrous and cobaltous 2-(ethylcarboxylato)-6-iminopyridyl complexes. Organometallics 23:5037
Small BL, Brookhart M (1999) Polymerization of propylene by a new generation of iron catalysts: mechanisms of chain initiation, propagation, and termination. Macromolecules 32:2120
Rodríguez-Delgado A, Cámpora J, Naz AM, Palma P, Reyes ML (2008) Separation of a diiminopyridine iron(II) complex into rac- and meso-diastereomers provides evidence for a dual stereoregulation mechanism in propene polymerization. Chem Commun 5230
Small BL (2003) Tridentate cobalt catalysts for linear dimerization and isomerization of α-olefins. Organometallics 22:3178
Takeuchi D, Anada K, Osakada K (2004) Cobalt-complex-catalyzed copolymerization of ethylene with 2-aryl-1-methylenecyclopropanes. Angew Chem Int Ed 43:1233
Takeuchi D, Osakada K (2005) Alternating copolymerization of ethylene with 7-methylenebicyclo[4.1.0]heptane promoted by the cobalt complex. Highly regulated structure and thermal rearrangement of the obtained copolymer. Macromolecules 38:1528
Takeuchi D, Anada K, Osakada K (2005) Copolymerization of ethylene with methylenecyclopropanes promoted by cobalt and nickel complexes. Bull Chem Soc Jpn 78:1868
Wang L, Flood TC (1992) Ethylene insertion into the rhodium-methyl bond in chelated tris(tertiary amine) complexes. A new class of group 9 organometallic complexes. J Am Chem Soc 114:3169
Wang L, Lu RS, Bau R, Flood TC (1993) Coordination polymerization of ethylene by single-component rhodium catalysts in protic solvent. J Am Chem Soc 115:6999
Timonen S, Pakkanen TT, Pakkanen TA (1996) Novel single-site catalysts containing a platinum group metal and a macrocyclic sulfur ligand for ethylene polymerization. J Mol Catal A Chem 111:267
Hou X-F, Cheng Y-Q, Wang X, Jin G-X (2005) Half-sandwich cyclopentadienyl rhodium complexes bearing pendant sulfur or oxygen ligands and their catalytic behaviors in ethylene polymerization. J Organomet Chem 690:1855
Wang X, Liu S, Weng L-H, Jin G-X (2006) A trinuclear silver(I) functionalized N-heterocyclic carbene complex and its use in transmetalation: structure and catalytic activity for olefin polymerization. Organometallics 25:3565
Wang X, Jin G-X (2005) Preparation, structure, and ethylene polymerization behavior of half-sandwich picolyl-functionalized carborane iridium, ruthenium, and rhodium complexes. Chem Eur J 11:5758
Dias EL, Brookhart M, White PS (2000) Stable, cationic alkyl-olefin complexes of ruthenium(II) and rhodium(III): effects of ligand geometry upon olefin insertion/alkyl migration. Organometallics 19:4995
Nomura K, Warit S, Imanishi Y (1999) Olefin polymerization by the (Pybox)RuX2(ethylene)–MAO catalyst system. Macromolecules 32:4732
Nomura K, Sidokmai W, Imanishi Y (2000) Ethylene polymerization catalyzed by ruthenium and iron complexes containing 2,6-bis(2-oxazolin-2-yl)pyridine (Pybox) ligand-cocatalyst system. Bull Chem Soc Jpn 73:599
Gibson VC, Tomov A, Wass DF, White AJP, Williams DJ (2002) Ethylene polymerisation by a copper catalyst bearing α-diimine ligands. Dalton Trans 2261
Stibrany RT, Schulz DN, Kacker S, Patil AO, Baugh LS, Rucker SP, Zushma S, Berluche E, Sissano JA (2003) Polymerization and copolymerization of olefins and acrylates by bis(benzimidazole) copper catalysts. Macromolecules 36:8584
Baugh LS, Sissano JA, Kacker S, Berluche E, Stibrany RT, Schulz DN, Rucker SP (2006) Fluorinated and ring-substituted bisbenzimidazole copper complexes for Ethylene/acrylate copolymerization. J Polym Sci Part A Polym Chem 44:1817
Galletti AMR, Carlini C, Giaiacopi S, Martinelli M, Sbrana G (2007) Bis(salicylaldiminate)copper(II)/methylaluminoxane catalysts for homo- and copolymerizations of Ethylene and methyl methacrylate. J Polym Sci Part A Polym Chem 45:1134
Olson JA, Boyd R, Quail JW, Foley SR (2008) Copper(II) ethylene polymerization catalysts: do they really exist? Organometallics 27:5333
Delferro M, Marks TJ (2011) Multinuclear olefin polymerization catalysts. Chem Rev 111:2450
Wang W-H, Jin G-X (2006) Binuclear neutral nickel complexes bearing bis(bidentate)salicylaldiminato ligands: synthesis, structure and ethylene polymerization behavior. Inorg Chem Commun 9:548
Chen Q, Yu J, Huang J (2007) Arene-bridged salicylaldimine-based binuclear neutral nickel(II) complexes: synthesis and ethylene polymerization activities. Organometallics 26:617
Wehrmann P, Mecking S (2008) Highly active binuclear neutral nickel(II) catalysts affording high molecular weight polyethylene. Organometallics 27:1399
Hu T, Tang L-M, Li X-F, Li Y-S, Hu N-H (2005) Synthesis and ethylene polymerization activity of a novel, highly active single-component binuclear neutral nickel(II) catalyst. Organometallics 24:2628
Rodriguez BA, Delferro M, Marks TJ (2008) Neutral bimetallic nickel(II) phenoxyiminato catalysts for highly branched polyethylenes and ethylene–norbornene copolymerizations. Organometallics 27:2166
Sujith S, Joe DJ, Na SJ, Park Y-W, Choi CH, Lee BY (2005) Ethylene/polar norbornene copolymerizations by bimetallic salicylaldimine–nickel catalysts. Macromolecules 38:10027
Rodriguez BA, Delferro M, Marks TJ (2009) Bimetallic effects for enhanced polar comonomer enchainment selectivity in catalytic ethylene polymerization. J Am Chem Soc 131:5902
Wang L, Sun J (2008) Methylene bridged binuclear bis(imino)pyridyl iron(II) complexes and their use as catalysts together with Al(i-Bu)3 for ethylene polymerization. Inorg Chim Acta 361:1843
Barbaro P, Bianchini C, Giambastiani G, Rios IG, Meli A, Oberhauser W, Segarra AM, Sorace L, Toti A (2007) Synthesis of new polydentate nitrogen ligands and their use in ethylene polymerization in conjunction with iron(II) and cobalt(II) bis-halides and methylaluminoxane. Organometallics 26:4639
Liu J, Li Y, Liu J, Li Z (2005) Ethylene polymerization with a highly active and long-lifetime macrocycle trinuclear 2,6-bis(imino)pyridyliron. Macromolecules 38:2559
Luo H-K, Schumann H (2005) New bi-nuclear and multi-nuclear α-diimine/nickel catalysts for ethylene polymerization. J Mol Catal A: Chem 227:153
Benito JM, de Jesús E, de la Mata FJ, Flores JC, Gómez R (2005) Generation effects on the microstructure and product distribution in ethylene polymerization promoted by dendritic nickel catalysts. Chem Commun 5217
Tanabiki M, Tsuchiya K, Motoyama Y, Nagashima H (2005) Monometallic and heterobimetallic azanickellacycles as ethylene polymerization catalysts. Chem Commun 3409
Noda D, Tanabiki M, Tsuchiya K, Sunada Y, Nagashima H (2009) Mono- and bimetallic ethylene polymerization catalysts having an azanickellacyclopentene skeleton. Polyhedron 28:3935
Kuwabara J, Takeuchi D, Osakada K (2006) Early-late heterobimetallic complexes as initiator for ethylene polymerization. Cooperative effect of two metal centers to afford highly branched polyethylene. Chem Commun 3815
Mecking S, Held A, Bauers FM (2002) Aqueous catalytic polymerization of olefins. Angew Chem Int Ed 41:544
Mecking S (2007) Polymer dispersions from catalytic polymerization in aqueous systems. Colloid Polym Sci 285:605
Held A, Mecking S (2000) Coordination polymerization in water affording amorphous polyethylenes. Chem Eur J 6:4623
Bauers FM, Mecking S (2001) Aqueous homo- and copolymerization of ethylene by neutral nickel(II) complexes. Macromolecules 34:1165
Göttker-Schnetmann I, Korthals B, Mecking S (2006) Water-soluble salicylaldiminato Ni(II)–methyl complexes: enhanced dissociative activation for ethylene polymerization with unprecedented nanoparticle formation. J Am Chem Soc 128:7708
Korthals B, Göttker-Schnetmann I, Mecking S (2007) Nickel(II)–methyl complexes with water-soluble ligands L [(salicylaldiminato-κ2N,O)NiMe(L)] and their catalytic properties in disperse aqueous systems. Organometallics 26:1311
Wehrmann P, Zuideveld M, Thomann R, Mecking S (2006) Copolymerization of ethylene with 1-butene and norbornene to higher molecular weight copolymers in aqueous emulsion. Macromolecules 39:5995
Yu S-M, Berkefeld A, Göttker-Schnetmann I, Müller G, Mecking S (2007) Synthesis of aqueous polyethylene dispersions with electron-deficient neutral nickel(II) catalysts with enolatoimine ligands. Macromolecules 40:421
Yu S-M, Mecking S (2009) Variable crystallinity polyethylene nanoparticles. Macromolecules 42:3669
Bauers FM, Chowdhry MM, Mecking S (2003) Catalytic polymerization of ethylene in aqueous emulsion with a simple in situ catalyst. Macromolecules 36:6711
Monteil V, Wehrmann P, Mecking S (2005) A general route to very small polymer particles with controlled microstructures. J Am Chem Soc 127:14568
Kolb L, Monteil V, Thomann R, Mecking S (2005) Aqueous dispersions of extraordinarily small polyethylene nanoparticles. Angew Chem Int Ed 44:429
Monteil V, Stumbaum J, Thomann R, Mecking S (2006) Silica/polyethylene nanocomposite particles from Ccatalytic emulsion polymerization. Macromolecules 39:2056
Zhang D, Guironnet D, Göttker-Schnetmann I, Mecking S (2009) Water-soluble complexes [(κ2-P,O-Phosphinesulfonato)PdMe(L)] and their catalytic properties. Organometallics 28:4072
Hristov IH, DeKock RL, Anderson GDW, Göttker-Schnetmann I, Mecking S, Ziegler T (2005) Possible side reactions due to water in emulsion polymerization by late transition metal complexes. 1. Water complexation and hydrolysis of the growing chain. Inorg Chem 44:7806
Berkefeld A, Mecking S (2006) Mechanistic studies of catalytic polyethylene chain growth in the presence of water. Angew Chem Int Ed 45:6044
DeKock RL, Hristov IH, Anderson GDW, Göttker-Schnetmann I, Mecking S, Ziegler T (2005) Possible side reactions due to water in emulsion polymerization by late transition metal complexes II: deactivation of the catalyst by a wacker-type reaction. Organometallics 24:2679
Resconi L, Waymouth RM (1990) Diastereoselectivity in the homogeneous cyclopolymerization of 1,5-hexadiene. J Am Chem Soc 112:4953
Takeuchi D (2011) Novel controlled polymerization of cyclo-olefins, dienes, and trienes by utilizing reaction properties of late transition metals. Macromol Chem Phys 212:1545
Takeuchi D, Matsuura R, Park S, Osakada K (2007) Cyclopolymerization of 1,6-heptadienes catalyzed by iron and cobalt complexes: synthesis of polymers with trans- or cis-fused 1,2-cyclopentanediyl groups depending on the catalyst. J Am Chem Soc 129:7002
Takeuchi D, Matsuura R, Fukuda Y, Osakada K (2009) Selective cyclopolymerization of α,ω-dienes and copolymerization with ethylene catalyzed by Fe and Co complexes. Dalton Trans 8955
Takeuchi D, Matsuura R, Osakada K (2008) Copolymerization of hepta-1,6-diene with ethylene catalyzed by cobalt complexes. Macromol Rapid Commun 29:1932
Takeuchi D, Fukuda Y, Park S, Osakada K (2009) Cyclopolymerization of 9,9-diallylfluorene promoted by Ni complexes. Stereoselective formation of six- and five-membered rings during the polymer growth. Macromolecules 42:5909
Park S, Takeuchi D, Osakada K (2006) Pd complex-promoted cyclopolymerization of functionalized α,ω-dienes and copolymerization with ethylene to afford polymers with cyclic repeating units. J Am Chem Soc 128:3510
Park S, Okada T, Takeuchi D, Osakada K (2010) Cyclopolymerization and copolymerization of functionalized 1,6-heptadienes catalyzed by Pd complexes: mechanism and application to physical-gel formation. Chem Eur J 16:8662
Okada T, Park S, Takeuchi D, Osakada K (2007) Pd-catalyzed polymerization of dienes that involves chain-walking isomerization of the growing polymer end: synthesis of polymers composed of polymethylene and five-membered-ring units. Angew Chem Int Ed 46:6141
Okada T, Takeuchi D, Osakada K (2010) Cyclopolymerization of monoterminal 1,6-dienes catalyzed by Pd complexes. Macromolecules 43:7998
Motokuni K, Okada T, Takeuchi D, Osakada K (2011) Double cyclopolymerization of functionalized trienes catalyzed by palladium complexes. Macromolecules 44:751
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Takeuchi, D. (2014). Olefin Polymerization with Non-metallocene Catalysts (Late Transition Metals). In: Osakada, K. (eds) Organometallic Reactions and Polymerization. Lecture Notes in Chemistry, vol 85. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-662-43539-7_4
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