In the present study, the cobalt (II) complex [Co-HMBED] has been prepared and characterized by spectrochemical techniques, which confirmed its square planar structure. The catalytic activity of the cobalt complex was evaluated towards solvent-free conversion of CO2 and styrene oxide into cyclic styrene carbonate and polymerization of lactide.
This perspective describes the synthesis, characterization and catalytic studies of Co-HMBED complex; towards coupling of styrene oxide and CO2 to produce cyclic styrene carbonates and polymerization of lactide.
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Sutar A K, Maharana T, Dutta S, Chen C-T and Lin C-C 2010 Ring-opening polymerization by lithium catalysts: an overview Chem. Soc. Rev. 39 1724
Wu J, Yu T-L, Chen C-T and Lin C-C 2006 Recent developments in main group metal complexes catalyzed/initiated polymerization of lactides and related cyclic esters Coord. Chem. Rev. 250 602
Dechy-Cabaret O, Martin-Vaca B and Bourissou D 2004 Controlled ring-opening polymerization of lactide and glycolide Chem. Rev. 104 6147
Maharana T, Mohanty B and Negi Y S 2009 Melt–solid polycondensation of lactic acid and its biodegradability Prog. Polym. Sci. 24 99
Uhrich K E, Cannizzaro S M, Langer R S and Shakesheff K M 1999 Polymeric systems for controlled drug release Chem. Rev. 99 3181
Jeong B, Bae Y H, Lee D S and Kim S W 1997 Biodegradable block copolymers as injectable drug-delivery systems Nature 388 860
Gref R, Minamitake Y, Peracchia M T, Trubetskov V, Torchilin V and Langer R 1994 Biodegradable long-circulating polymeric nanospheres Science 263 1600
Langer R 1990 New methods of drug delivery Science 249 1527
Darensbourg D J, Choi W and Richers C P 2007 Ring-opening polymerization of cyclic monomers by biocompatible metal complexes production of poly(lactide), polycarbonates, and their copolymers Macromolecules 40 3521
Ochiai B and Endo T 2005 Carbon dioxide and carbon disulfide as resources for functional polymers Prog. Polym. Sci. 30 183
Arakawa M, Tobishima S, Hirai T and Yamaki J 1986 Ethylene carbonate/2-methyltetrahydrofuran electrolyte for li/arnorphous V2O5-P2O secondary batteries J. Electrochem. Soc. 133 1527
Bayardon J, Holz J, Schäffner B, Andrushko V, Verekin S, Preetz A and Börner A 2007 Propylene carbonate as a solvent for asymmetric hydrogenations Angew. Chem. Int. Ed. 46 5971
Takata T, Furusho Y, Murakawa K, Endo T, Matsuoka H, Hirasa T, Matsuo J and Sisido M 1998 Optically active poly(aryl carbonates) consisting of axially chiral units. chiral binaphthyl group induced helical polymer J. Am. Chem. Soc. 120 4530
Biggadike K, Angell R M, Burgess C M, Farrell R M, Hancock A P, Harker A J, Irving W R, Ioannou C, Procopiou P A, Shaw R E, Solanke Y E, Singh O M P, Snowden M A, Stubbs R J, Walton S and Weston H E 2000 Selective plasma hydrolysis of glucocorticoid γ-lactones and cyclic carbonates by the enzyme paraoxonase: an ideal plasma inactivation mechanism J. Med. Chem. 43 19
North M, Pasquale R and Young C 2010 Synthesis of cyclic carbonates from epoxides and CO2 Green Chem. 12 1514
Rokicki G 2000 Aliphatic cyclic carbonates and spiroorthocarbonates as monomers Prog. Polym. Sci. 25 259
Pilone A, Press K, Goldberg I, Kol M, Mazzeo M and Lamberti M 2014 Gradient isotactic multiblock polylactides from aluminum complexes of chiral salalen ligands J. Am. Chem. Soc. 136 2940
Chen H-Y, Liu M -Y, Sutar A K and Lin C-C 2010 Synthesis and structural studies of heterobimetallic alkoxide complexes supported by bis(phenolate) ligands: efficient catalysts for ring-opening polymerization of l-lactide Inorg. Chem. 49 665
Chen H-Y, Peng Y-L, Huang T-H, Sutar A K, Miller S A and Lin C-C 2011 Comparative study of lactide polymerization by zinc alkoxide complexes with a β-diketiminato ligand bearing different substituents J. Mol. Catal. A: Chem. 339 61
Zhang Y, Xia J, Song J, Zhang J, Ni X and Jian Z 2019 Combination of ethylene, 1,3-butadiene, and carbon dioxide into ester-functionalized polyethylenes via palladium-catalyzed coupling and insertion Polymerization Macromolecules 52 2504
Zhao D, Liu X-H, Guo J-H, Xu H-J, Zhao Y, Lu Y and Sun W-Y 2018 Porous metal-organic frameworks with chelating multiamine sites for selective adsorption and chemical conversion of carbon dioxide Inorg. Chem. 57 2695
Yang Y, Gao C-Y, Tian H-R, Ai J, Min X and Sun Z-M 2018 A highly stable MnII phosphonate as a highly efficient catalyst for CO2 fixation under ambient conditions Chem. Commun. 54 1758
Jayakumar S, Li H, Tao L, Li C, Liu L, Chen J and Yang Q 2018 Cationic Zn-porphyrin immobilized in mesoporous silicas as bifunctional catalyst for CO2 cycloaddition reaction under cocatalyst free conditions ACS Sustain. Chem. Eng. 6 9237
Maeda C, Mitsuzane M and Ema T 2019 Chiral bifunctional metalloporphyrin catalysts for kinetic resolution of epoxides with carbon dioxide Org. Lett. 21 1853
Kundu A, Saikia S, Majumder M, Sengupta O, Bhattacharya B, De G C and Ghosh S 2019 New set of multicomponent crystals as efficient heterogeneous catalysts for the synthesis of cyclic carbonates ACS Omega 4 5221
Kilic A, Keles A, Aytar E, Durgun M and Ulusoy M 2015 Synthesis of the multinuclear cobaloxime complexes via click chemistry as catalysts for the formation of cyclic carbonates from carbon dioxide and epoxides J. Chem. Sci. 127 1665
Routaray A, Nath N, Mantri S, Maharana T and Sutar A K 2015 Synthesis and structural studies of copper(II) complex supported by –ONNO– tetradentate ligand: Efficient catalyst for the ring-opening polymerization of lactide Chin. J. Catal. 36 764
Routaray A, Nath N, Mantri S, Maharana T and Sutar A K 2015 Synthesis and immortal rop of l-lactide using copper complex J. Macromol. Sci. A: Pure Appl. Chem. 52 1
Routaray A, Mantri S, Nath N, Sutar A K and Maharana T 2016 Nickel(II) complex catalyzed ring-opening polymerization of lactide Polyhedron 119 335
Gupta K C and Sutar A K 2008 Catalytic activities of Schiff base transition metal complexes Coord. Chem. Rev. 252 1420
Moore D E, Lisensky G C and Ellis A B 1994 Photoluminescent properties of cadmium selenide coated with a photoactive cobalt coordination complex: a dioxygen-driven transducer J. Am. Chem. Soc. 116 9487
Chen D and Martell A E 1987 Dioxygen affinities of synthetic cobalt Schiff base complexes Inorg. Chem. 26 1026
the A, Nath N, Maharana T, Sahoo P K, Das J P and Sutar A K 2016 Salicylaldimine copper(II) complex catalyst: Pioneer for ring opening polymerization of lactide J. Chem. Sci. 128 883
Alamri H, Zhao J, Pahovnik D and Hadjichristidis N 2014 Phosphazene-catalyzed ring-opening polymerization of ε-caprolactone: influence of solvents and initiators Polym. Chem. 5 5471
John A, Katiyar V, Pang K, Shaikh M M, Nanavati H and Ghosh P 2007 Ni(II) and Cu(II) complexes of phenoxy-ketimine ligands: Synthesis, structures and their utility in bulk ring-opening polymerization (ROP) of l-lactide Polyhedron 26 4033
Chisholm M H, Eilerts N W, Huffman J C, Iyer S S, Pacold M and Phomphrai K 2000 Molecular design of single-site metal alkoxide catalyst precursors for ring-opening polymerization reactions leading to polyoxygenates. 1. polylactide formation by achiral and chiral magnesium and zinc alkoxides, (η3-L)MOR, Where L = Trispyrazolyl- and Trisindazolylborate ligands J. Am. Chem. Soc. 122 11845
Dove A P, Gibson V C, Marshall E L, Rzepa H S, White A J P and Williams D J 2006 Synthetic, structural, mechanistic, and computational studies on single-site β-diketiminate tin(ii) initiators for the polymerization of rac-Lactide J. Am. Chem. Soc. 128 9834
Kilic A, Fırat H, Aytar E, Durgun M, Baytak A K, Aslanoglu M and Ulusoy M 2017 Dicobaloxime/organodicobaloximes bridged by different axial groups: synthesis, characterization, spectroscopy, and catalysis Chem. Pap. 71 1705
Ulusoy M, Cetinkaya E and Cetinkaya B 2009 Conversion of carbon dioxide to cyclic carbonates using diimine Ru(II) complexes as catalysts Appl. Organomet. Chem. 23 68
Kilic A, Durgun M, Aytar E and Yavuz R 2018 Synthesis and characterization of novel positively charged organocobaloximes as catalysts for the fixation of CO2 to cyclic carbonates J. Organomet. Chem. 858 78
Lee J K, Kim Y J, Choi Y-S, Lee H, Lee J S, Hong J, Jeong E-K, Kim H S and Cheong M 2012 Zn-containing ionic liquids bearing dialkylphosphate ligands for the coupling reactions of epoxides and CO2 Appl. Catal. B 111–112 621
The authors are grateful to Ravenshaw University and National Institute of Technology, Raipur for providing research facilities. This work was supported by DST project number SB/FT/CS-174/2011 and UGC project number 41-274/2012(SR), New Delhi, India.
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Pradhan, H.C., Mantri, S., Routaray, A. et al. Cobalt (II) complex catalyzed polymerization of lactide and coupling of CO2 and styrene oxide into cyclic styrene carbonate. J Chem Sci 132, 25 (2020). https://doi.org/10.1007/s12039-019-1722-6
- Styrene oxide
- cyclic carbonate
- Schiff base
- Cobalt complex