Abstract
Homogeneous and heterogeneous catalysis traditionally pertains to different communities, and it is thought that they are directed by different rules. In contrast, surface organometallic chemistry has been developed on the basis that chemical bonds are formed and cleaved in both cases, and therefore that common features between these two fields exist, and that they are based on similar molecular phenomena. In this review, the reaction of organometallic reagents with oxides or metallic particles, the method of characterization of these solids and their reactivity are discussed. This approach, named surface organometallic chemistry, leads to better defined heterogeneous catalysts, which can be understood at a molecular level, and therefore allowing structure-activity relationships to be obtained. Analogies and differences between molecular and surface organometallic chemistry will also be addressed.
Preview
Unable to display preview. Download preview PDF.
References
Copéret C, Chabanas M, Saint-Arroman RP, Basset J-M (2003) Angew Chem Int Ed 42:156
Morrow BA (1990) Stud Surf Sci Catal 57:A161
Bartram ME, Michalske TA, Rogers JW Jr (1991) J Phys Chem 95:4453
Morrow BA, Gay ID (2000) Surfactant Science Series 90:9
Anwander R, Nagl I, Widenmeyer M, Engelhardt G, Groeger O, Palm C, Roeser T (2000) J Phys Chem B 104:3532
Anwander R (2001) Chem Mater 13:4419
Widenmeyer M, Anwander R (2002) Chem Mater 14:1827
Pichat P, Mathieu MV, Imelik B (1969) Bull Soc Chim Fr 2611
Zhang J, Nicholas JB, Haw JF (2000) Angew Chem Int Ed 39:3302
Osegovic JP, Drago RS (1999) J Catal 182:1
Osegovic JP, Drago RS (2000) J Phys Chem B 104:147
Nedez C, Theolier A, Lefebvre F, Choplin A, Basset JM, Joly JF (1993) J Am Chem Soc 115:722
Millot N, Cox A, Santini CC, Molard Y, Basset J-M (2002) J Chem 8:1438
Copéret C, Chabanas M, Petroff Saint-Arroman R, Basset J-M (2003) Angew Chem Int Ed 42:156
Lefort L, Chabanas M, Maury O, Meunier D, Copéret C, Thivolle-Cazat J, Basset J-M (2000) J Organomet Chem 593–594:96
Dufaud V, Niccolai GP, Thivolle-Cazat J, Basset J-M (1995) J Am Chem Soc 117:4288
Chabanas M, Quadrelli EA, Fenet B, Copéret C, Thivolle-Cazat J, Basset J-M, Lesage A, Emsley L (2001) Angew Chem Int Ed 40:4493
Meunier D, de Mallmann A, Basset J-M (2003) Topics in Catalysis 23:183
Ajjou JAN, Scott SL (1997) Organometallics 16:86
Ajjou JAN, Scott SL, Paquet V (1998) J Am Chem Soc 120:415
Wang X-X, Veyre L, Lefebvre F, Patarin J, Basset J-M (2003) Microporous and Mesoporous Materials 66:169
Anwander R, Roesky R (1997) J Chem Soc, Dalton Trans 137
Bouh AO, Rice GL, Scott SL (1999) J Am Chem Soc 121:7201
Wolke SI, Buffon R, Filho UPR (2001) J Organomet Chem 625:101
Grasser S, Haessner C, Koehler K, Lefebvre F, Basset J-M (2003) Phys Chem Chem Phys 5:1906
Nozaki C, Lugmair CG, Bell AT, Tilley TD (2002) J Am Chem Soc 124:13194
Jarupatrakorn J, Tilley TD (2002) J Am Chem Soc 124:8380
Quignard F, Lecuyer C, Bougault C, Lefebvre F, Choplin A, Olivier D, Basset JM (1992) Inorg Chem 31:928
Rosier C, Niccolai GP, Basset J-M (1997) J Am Chem Soc 119:12408
Chabanas M, Baudouin A, Copéret C, Basset J-M, Lukens W, Lesage A, Hediger S, Emsley L (2003) J Am Chem Soc 125:492
Toreki R, Schrock RR, Davis WM (1992) J Am Chem Soc 114:3367
Chabanas M, Baudouin A, Copéret C, Basset J-M (2001) J Am Chem Soc 123:2062
Lesage A, Emsley L, Chabanas M, Copéret C, Basset J-M (2002) Angew Chem Int Ed 41:4535
Brookhart M, Green MLH (1983) J Organomet Chem 250:395
Nugent WA, Mayer JM (1988) Metal-Ligand Multiple Bond. Wiley, New York
Schrock RR, Crowe WE, Bazan GC, DiMare M, O'Regan MB, Schofield MH (1991) Organometallics 10:1832
Feher FJ, Budzichowski TA (1995) Polyhedron 14:3239
Murugavel R, Voigt A, Walawalkar MG, Roesky HW (1996) Chem Rev 96:2205
Abbenhuis HCL, Krijnen S, van Santen RA (1997) Chem Commun 331
Duchateau R (2002) Chem Rev 102:3525
Schrock RR, Fellmann JD (1978) J Am Chem Soc 100:3359
LaPointe RE, Wolczanski PT, Van Duyne GD (1985) Organometallics 4:1810
Feinstein-Jaffe I, Gibson D, Lippard SJ, Schrock RR, Spool A (1984) J Am Chem Soc 106:6305
Rosier C (1999) Ph.D. Thesis, UCBL
Herrmann WA, Stumpt AW, Priermeier T, Bogdanovic S, Dufaud V, Basset J-M (1997) Angew Chem Int Ed Engl 35:2803
Zakharov VA, Dudchenko VK, Paukstis E, Karakchiev LG, Yermakov YI (1977) J Mol Catal 2:421
Yermakov YI, Ryndin YA, Alekseev OS, Kochubei DI, Shmachkov VA, Gergert NI (1989) J Mol Catal 49:121
Quignard F, Choplin A, Basset JM (1991) J Chem Soc, Chem Commun 1589
Quignard F, Lecuyer C, Choplin A, Olivier D, Basset JM (1992) J Mol Catal 74:353
Corker J, Lefebvre F, Lecuyer C, Dufaud V, Quignard F, Choplin A, Evans J, Basset J-M (1996) Science (Washington, DC) 271:966
Rataboul F, Thieuleux C, Baudouin A, Veyre L, Copéret C, Thivolle-Cazat J, Basset J-M, Lesage A, Emsley L (2004) J Am Chem Soc
Vidal V, Theolier A, Thivolle-Cazat J, Basset J-M, Corker J (1996) J Am Chem Soc 118:4595
Taoufik M, de Mallmann A, Prouzet E, Saggio G, Thivolle-Cazat J, Basset J-M (2001) Organometallics 20:5518
Ballard DGH, Heap N, Kilbourn BT, Wyatt RJ (1973) Makromol Chem 170:1
Yermakov YI, Kuznetsov BN, Zakharov VA (1981) Stud Surf Sci Catal 8:1
Chen EY-X, Marks TJ (2000) Chem Rev 100:1391
Hlatky GG (2000) Chem Rev 100:1347
Fink G, Steinmetz B, Zechlin J, Przybyla C, Tesche B (2000) Chem Rev 100:1377
Sheldon RA, Van Vliet MCA (2001) In: Sheldon RA, van Bekkum H (eds) Fine Chemicals through Heterogeneous Catalysis. Wiley-VCH, Weinheim, p 473
Crocker M, Herold RHM, Roosenbrand BG, Emeis KA, Wilson A (1998) Colloids and Surfaces, A: Physicochemical and Engineering Aspects 139:351
Crocker M, Herold RHM, Orpen AG, Overgaag MTA (1999) J Chem Soc, Dalton Trans 3791
Bini F (2004) Ph.D. Thesis, UCBL
Maschmeyer T, Klunduk MC, Martin CM, Shephard DS, Thomas JM, Johnson BFG (1997) Chem Commun 1847
Leyrit P, McGill C, Quignard F, Choplin A (1996) J Mol Catal A: Chem 112:395
Quignard F, Graziani O, Choplin A (1999) Appl Catal A: General 182:29
Blandy C, Pellegatta JL, Choukroun R, Gilot B, Guiraud R (1993) Can J Chem 71:34
Ferret N, Dufaud V, Salinier V, Basset J (1997) FR Patent 2747675
Ivin KJ, Mol IC (1996) Olefin Metathesis and Metathesis Polymerization. Academic Press, New York
Mol JC (1999) Catal Today 51:289
Mol JC (1999) Catal Today 52:377
Herisson JL, Chauvin Y (1971) Makromolekulare Chemie 141:161
Mol JC (2004) J Mol Catal A: Chem 213:39
Mol JC (2004) Topics in Catalysis 27:97
Schrock RR (1998) Top Organomet Chem 1:1
Trnka TM, Grubbs RH (2001) Accounts of Chemical Research 34:18
Hoveyda AH, Schrock RR (2001) J Chem 7:945
Couturier JL, Paillet C, Leconte M, Basset JM, Weiss K (1992) Angew Chem 104:622
Lefebvre F, Leconte M, Pagano S, Mutch A, Basset J-M (1995) Polyhedron 14:3209
Copéret C (2004) New J Chem 28:1
Copéret C, Lefebvre F, Basset JM (2003) In: Grubbs RH (ed) Handbook of Olefin Metathesis, vol 2. Wiley-VCH, Weinheim, p 190
Chabanas M, Baudouin A, Copéret C, Basset JM (2001)J Am Chem Soc 123:2062
Chabanas M, Copéret C, Basset J-M (2003) J Chem 9:971
Bilhou JL, Basset JM, Mutin R, Graydon WF (1977) J Am Chem Soc 99:4083
Mol JC (2002) Green Chem 4:5
Mol JC (2002) NATO Science Series, II: Mathematics, Physics and Chemistry 56:377
Toreki R, Vaughan GA, Schrock RR, Davis WM (1993) J Am Chem Soc 115:127
Schrock RR, Murdzek JS, Bazan GC, Robbins J, DiMare M, O'Regan M (1990) J Am Chem Soc 112:3875
Feher FJ, Tajima TL (1994) J Am Chem Soc 116:2145
Dinger MB, Mol JC (2003) Organometallics 22:1089
Lécuyer C, Quignard F, Choplin A, Olivier D, Basset JM (1991) Angew Chem Int Ed Engl 30:1660
d'Ornelas L, Reyes S, Quignard F, Choplin A, Basset JM (1993) Chem Lett 1931
Chabanas M, Vidal V, Copéret C, Thivolle-Cazat J, Basset J-M (2000) Angew Chem Int Ed 39:1962
Thieuleux C, Copéret C, Dufaud V, Marangelli C, Kuntz E, Basset JM (2004) J Mol Catal A: Chem 213:47
Niccolai GP, Basset J-M (1996) Appl Catal A: General 146:145
Dufaud V, Basset J-M (1998) Angew Chem Int Ed 37:806
Vidal V, Theolier A, Thivolle-Cazat J, Basset J-M (1995) J Chem Soc, Chem Commun 991
Sharp PR, Astruc D, Schrock RR (1979) J Organomet Chem 182:477
Parkin G, Bunel E, Burger BJ, Trimmer MS, Van Asselt A, Bercaw JE (1987) J Mol Catal 41:21
Vidal V, Theolier A, Thivolle-Cazat J, Basset J-M (1997) Science (Washington, DC) 276:99
Copéret C, Maury O, Thivolle-Cazat J, Basset J-M (2001) Angew Chem Int Ed 40:2331
Le Roux E, Chabanas M, Baudouin A, de Mallmann A, Copéret C, Thivolle-Cazat J, Basset J-M, Sunley GJ, Lesage A, Emsley L (2004) J Am Chem Soc (in press)
Turner HW, Schrock RR (1982) J Am Chem Soc 104:2331
Fellmann JD, Schrock RR, Traficante DD (1982) Organometallics 1:481
Fryzuk MD, Johnson SA, Rettig SJ (2001) J Am Chem Soc 123:1602
Soulivong D, Copéret C, Thivolle-Cazat J, Basset J-M, Pardy R, Sunley GJ (2004) Angew Chem Int Ed (in press)
Ascencio JA, Gutierrez-Wing C, Espinosa ME, Martin M, Techuacanero S, Zorrilla C, Jose-Yacaman M (1998) Surf Sci 396:349
Van Hardeveld R, Hartog F (1969) Surf Sci 15:189
Bond GC, Wells PB (1985) Appl Catal 18:225
Frennet A, Wells PB (1985) Appl Catal 18:243
Geus JW, Wells PB (1985) Appl Catal 18:231
Wells PB (1985) Appl Catal 18:259
Candy JP, Didillon B, Smith EL, Shay TB, Basset JM (1994) J Mol Catal 86:179
Humblot F, Didillon B, Le Peltier F, Candy JP, Corker J, Clause O, Bayard F, Basset JM (1998) J Am Chem Soc 120:137
Nédez C, Théolier A, Lefebvre F, Choplin A, Basset JM, Joly JF (1993) J Am Chem Soc 115:722
Margitfalvi J, Hegedüs M, Góbölös S, Kern-Tálas E, Szedlacsek P, Szabó S, Nagy F (1984) 8th Int Congr on Catalysis, vol IV. DECHEMA (Frankfurt am Main), Berlin, p 903
Margitfalvi JL, Tálas E, Gobolos S (1989) Catal Today 6:73
Dallaire C, Brook MA (1993) Organometallics 12:2332
Jubert AH, Michelini MC, Estiu GL, Ferretti OA (1997) Catalysis Letters 46:241
Chuit C, Corriu RJP, Reye C, Young JC (1993) Chem Rev 93:1371
Didillon B, El Mansour A, Candy JP, Basset JM, Le Peltier F, Boitiaux JP (1993) 10th Int Congr on Catalysis: New Frontiers in Catalysis 75:2370
Lesage P, Clause O, Moral P, Didillon B, Candy JP, Basset JM (1995) J Catal 155:238
Millet JM, Toyir J, Didillon B, Candy JP, Nédez C, Basset JM (1997) Hyperfine Interactions 108:477
Tena E, Spagnol M, Candy JP, de Mallmann A, Fiddy S, Corker J, Basset JM (2003) Chem Mater 15:1607
Vértes C, Tálas E, Czakó-Nagy I, Ryczkowski J, Göbölös S, Vértes A, Margitfalvi J (1991) Appl Catal 68:149
Chupin C, Candy JP, Basset JM (2003) Catal Today 79–80:15
Didillon B, El Mansour A, Candy JP, Bournonville JP, Basset JM (1991) Stud Surf Sci Catal 59:137
Margitfalvi M, Borbath I, Tompos A (1998) In: Delmon (ed) Preparation of Catalysts VII. Elsevier Science, Amsterdam, p 195
Lesage P, Candy JP, Hirigoyen C, Humblot F, Leconte M, Basset JM (1996) J Mol Catal A: Chem 112:303
Humblot F, Cordonnier MA, Santini C, Didillon B, Candy JP, Basset JM (1997) Stud Surf Sci Catal 108:289
Cortright RD, Dumesic JA (1994) J Catal 148:771
Humblot F, Candy JP, Le Peltier F, Didillon B, Basset JM (1998) J Catal 179:459
Balakrishnan K, Schwank J (1991) J Catal 132:451
Barias OA, Holmen A, Blekkan EA (1996) J Catal 158:1
Davis BH (1993) 10th Int Congr on Catalysis: New Frontiers in Catalysis A:889
Coq B, Figuéras F (1984) J Catal 85:197
Ferretti OA, Bournonville JP, Mabilon G, Martino G, Candy JP, Basset JM (1991) J Mol Cat 67:283
El Mansour A, Candy JP, Bournonville JP, Ferretti OA, Basset JM (1989) Angew Chem Int Ed Engl 28:347
Ferretti OA, Siri GJ, Humblot F, Candy JP, Didillon B, Basset JM (1998) React Kinet Catal Lett 63:115
Ryndin YA, Candy JP, Didillon B, Savary L, Basset JM (2001) J Catal 198:103
Didillon B, Savary L, Ryndin YA, Candy JP, Basset JM (2000) C R Acad Sci Paris, Série IIc, Chimie=Chemistry 3:413
Skinner HA (1964) In: Stone FGA, West R (eds) “Advances in Organometallic Chemistry”, vol 2. Academic Press, New York, p 49
Hughes F, Besson B, Basset JM (1980) J Chem Soc, Chem Commun 719
Hughes F, Besson B, Bussière P, Dalmon JA, Basset JM, Olivier D (1981) Nouv J Chim 5:207
Commereuc D, Chauvin Y, Hughes F, Basset JM, Olivier D (1980) J Chem Soc, Chem Commun 154
Maire G, Garin F, Bernhard P, Girard P, Schmitt JL, Dartyge E, Dexpert H, Fontaine A, Lagarde P (1986) Appl Catal 26:305
Garin F, Gault FG (1975) J Am Chem Soc 97:4466
Garin F, Maire G, Gault FG (1981) Nouv J Chim 5:553
Garin F, Maire G, Gault FG (1981) Nouv J Chim 5:563
Gault FG (1981) Adv Catal 30:28
Weisang F, Gault FG (1979) J Chem Soc, Chem Commun:519
Maitlis PM, Long HC, Quyoum R, Turner ML, Wang Z-Q (1996) Chem Commun:1
Turner ML, Marsih N, Mann BE, Quyoum R, Long HC, Maitlis PM (2002) J Am Chem Soc 124:10456
Osterloh W, Cornell ME, Pettit R (1982) J Am Chem Soc 104:3759
O'Donohoe C, Clarck JKA, Rooney JJ (1980) J Chem Soc, Faraday Trans 76:345
Zaera F, Tjandra S (1996) J Am Chem Soc 118:12738
Zaera F, Tjandra S, Janssens TVW (1998) Langmuir 14:1320
Janssens VWT, Jin G, Zaera F (1997) J Am Chem Soc 119:1169
Idriss H, Pierce K, Barteau MA (1991) J Am Chem Soc 113:715
Idriss H, Libby M, Barteau MA (1992) Catal Lett 15:13
Biloen P, Helle JN, Verbeek H, Dautzenberg FM, Sachtler WMH (1980) J Catal 63:112
Rodriguez E, Leconte M (1991) J Catal 131:457
Rodriguez E, Leconte M, Basset JM (1989) J Catal 119:230
Rodriguez E, Leconte M, Basset JM (1991) J Catal 131:457
Rodriguez E, Leconte M, Basset JM (1991) J Catal 132:472
Rodriguez E, Leconte M, Basset JM, Tanaka K, Tanaka KI (1988) J Am Chem Soc 110:275
Leconte M (1994) J Mol Catal 86:205
Collman JP, Hegedus L (1980) Principles and Applications of Organotransition Metal Chemistry. University Science Book
Locatelli F, Candy JP, Niccolai G, Uzio D, Basset JM (2001) J Am Chem Soc 123:1658
Ribeiro FH, Bonivardi AL, Kim C, Somorjai GA (1994) J Catal 150:186
Biloen P, Dautzenberg FM, Sachtler WMH (1977) J Catal 50:77
Kappenstein C, Saouabe M, Guérin M, Marecot P, Uszkuruat I, Paal Z (1995) Catal Lett 31:9
Stagg SM, Querini CA, Alvarez WE, Resasco DE (1997) J Catal 168:75
Sachtler WMH, Van Santen RA (1977) Adv Catal 26:69
Martin GA, Dalmon JA (1980) J Catal 66:214
Agnelli M, Candy JP, Basset JM, Bournonville JP, Ferretti OA (1990) J Catal 121:236
Candy JP, Ferretti OA, Mabilon G, Bournonville JP, El Mansour A, Basset JM, Martino G (1988) J Catal 112:210
Didillon B, Candy JP, El Mansour A, Houtmann C, Basset JM (1992) J Mol Catal 74:43
Blakely DW, Somorjai GA (1976) J Catal 42:181
Guenin M, Breysse M, Frety R, Tifouti K, Marecot P, Barbier J (1987) J Catal 105:144
Snappe R, Bournonville JP, Miquel J, Martino G (1983) US Patent 4,380,673
Basset JM, Candy JP, Louessard P, Ferretti OA, Bournonville JP (1990) Wiss Zeitschr THLM 32:657
Louessard P, Candy JP, Bournonville JP, Basset JM (1989) Stud Surf Sci Cat 48:591
Wolczanski PT (1995) Polyhedron 14:3335
Turculet L, Tilley TD (2004) Organometallics 23:1542
Acknowledgments
We are grateful to the CNRS, CPE Lyon, the Minister of Research and Education, the Région Rhônes-Alpes district, BASF AG, BP Chemicals, Rhodia, Shell and IFP for financial support and helpful discussions. We also want to thank the numerous students and research associates who have participated over the years in this research effort.
Author information
Authors and Affiliations
Corresponding author
Editor information
Rights and permissions
About this chapter
Cite this chapter
Candy, JP., Copéret, C., Basset, JM. Analogy between Surface and Molecular Organometallic Chemistry. In: Copéret, C., Chaudret, B. (eds) Surface and Interfacial Organometallic Chemistry and Catalysis. Topics in Organometallic Chemistry, vol 16. Springer, Berlin, Heidelberg. https://doi.org/10.1007/b138076
Download citation
DOI: https://doi.org/10.1007/b138076
Published:
Publisher Name: Springer, Berlin, Heidelberg
Print ISBN: 978-3-540-26496-5
Online ISBN: 978-3-540-31441-7
eBook Packages: Chemistry and Materials ScienceChemistry and Material Science (R0)