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Supramolecular Cluster Catalysis: Benzene Hydrogenation Catalyzed by a Cationic Triruthenium Cluster under Biphasic Conditions

2002; Wiley; Volume: 41; Issue: 1 Linguagem: Inglês

10.1002/1521-3773(20020104)41

ISSN

1521-3773

Autores

Georg Süß‐Fink, Matthieu Fauré, Thomas R. Ward,

Tópico(s)

Surface Chemistry and Catalysis

Resumo

Angewandte Chemie International EditionVolume 41, Issue 1 p. 99-101 Communication Supramolecular Cluster Catalysis: Benzene Hydrogenation Catalyzed by a Cationic Triruthenium Cluster under Biphasic Conditions Georg Süss-Fink Prof. Dr., Georg Süss-Fink Prof. Dr. [email protected] Institut de Chimie, Université de Neuchâtel Case postale 2, 2007 Neuchâtel, Switzerland, Fax: (+41) 32-718-2511Search for more papers by this authorMatthieu Faure, Matthieu Faure Institut de Chimie, Université de Neuchâtel Case postale 2, 2007 Neuchâtel, Switzerland, Fax: (+41) 32-718-2511Search for more papers by this authorThomas R. Ward Prof. Dr., Thomas R. Ward Prof. Dr. Institut de Chimie, Université de Neuchâtel Case postale 2, 2007 Neuchâtel, Switzerland, Fax: (+41) 32-718-2511Search for more papers by this author Georg Süss-Fink Prof. Dr., Georg Süss-Fink Prof. Dr. [email protected] Institut de Chimie, Université de Neuchâtel Case postale 2, 2007 Neuchâtel, Switzerland, Fax: (+41) 32-718-2511Search for more papers by this authorMatthieu Faure, Matthieu Faure Institut de Chimie, Université de Neuchâtel Case postale 2, 2007 Neuchâtel, Switzerland, Fax: (+41) 32-718-2511Search for more papers by this authorThomas R. Ward Prof. Dr., Thomas R. Ward Prof. Dr. Institut de Chimie, Université de Neuchâtel Case postale 2, 2007 Neuchâtel, Switzerland, Fax: (+41) 32-718-2511Search for more papers by this author First published: 02 January 2002 https://doi.org/10.1002/1521-3773(20020104)41:1 3.0.CO;2-ECitations: 103 This work was supported by the Fonds National Suisse de la Recherche Scientifique. A genereous loan of ruthenium chloride by the Johnson Matthey Technology Centre is gratefully acknowledged. Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat Graphical Abstract At the interface of homogeneous, heterogeneous, and enzymatic catalysis is the catalytic hydrogenation of benzene to give cyclohexane by the triruthenium cluster 1. Experimental evidence and molecular modeling studies strongly support a catalytic mechanism in which the aromatic substrate is hydrogenated in the hydrophobic pocket spanned by the three η6-bound arene ligands without being coordinated to a Ru center. References 1 1a S. Bhaduri, D. Mukesh, Homogeneous Catalysis, Wiley-Interscience, New York, 2000; 1b Applied Homogeneous Catalysis with Organometallic Compounds ( ), VCH, Weinheim, 1996 ; 1c G. W. Parshall, S. D. Ittel, Homogeneous Catalysis, Wiley-Interscience, New York, 1992. 2 B. R. James, Adv. Organomet. Chem. 1979, 17, 319. 3 D. Forster, Adv. Organomet. Chem. 1979, 17, 255. 4 P. M. Maitlis, A. Haynes, G. J. Sunley, M. J. Howard, J. Chem. Soc. Dalton Trans. 1996, 2187 5 W. A. Herrmann, B. Cornils, Angew. Chem. 1997, 109, 1074; Angew. Chem. Int. Ed. Engl. 1997, 36, 1048. 6 6a R. Noyori, T. Ojkuma, Angew. Chem. 2001, 113, 41; Angew. Chem. Int. Ed. 2001, 40, 40; 6b M. Yamakawa, H. Ito, R. Noyori, J. Am. Chem. Soc. 2000, 122, 1466; 6c D. A. Alonso, P. Brandt, S. J. M. Nordin, Ph. G. Andersen, J. Am. Chem. Soc. 1999, 121, 9580; 6d K. Abdur-Rashid, A. J. Lough, R. H. Morris, Organometallics 2000, 19, 2655; 6e D. G. I. Petra, J. N. H. Reek, J.-W. Handgraaf, E. J. Meijer, P. Dierkes, P. C. J. Kamer, J. Brussee, H. E. Schoemaker, P. W. N. M. van Leeuwen, Chem. Eur. J. 2000, 6, 2818. 7 K. U. Wendt, G. E. Schultz, E. J. Corey, D. R. Liu, Angew. Chem. 2000, 112, 2930; Angew. Chem. Int. Ed. 2000, 39, 2812. 8 M. Faure, M. Jahncke, A. Neels, H. Stœckli-Evans, G. Süss-Fink, Polyhedron 1999, 18, 2679. 9 M. Faure, Tesuro Vallina, H. Stœckli-Evans, G. Süss-Fink, J. Organomet. Chem. 2001, 621, 103. 10 M. A. Bennett, T.-N. Huang, T. W. Turney, J. Chem. Soc. Chem. Commun. 1979, 312. 11 M. J. Russel, C. White, P. M. Maitlis, J. Chem. Soc. Chem. Commun. 1977, 427. 12 12a E. L. Muetterties, F. J. Hirsekorn, J. Am. Chem. Soc. 1974, 96, 4063; 12b F. J. Hirsekorn, M. C. Rakowski, E. L. Muetterties, J. Am. Chem. Soc. 1975, 97, 237; 12c L. S. Stuhl, M. Rakowski Dubois, F. J. Hirsekorn, J. R. Bleeke, A. E. Stevens, M. L. Muetterties, J. Am. Chem. Soc. 1978, 100, 2405. 13 A. F. Borowski, S. Sabo-Etienne, B. Chaudret, J. Mol. Catal. A, in press. 14 14a I. P. Rothwell, Chem. Commun. 1997, 1331; 14b V. M. Visciglio, J. R. Clark, M. T. Nguyen, D. R. Mulford, P. E. Fanwick, I. P. Rothwell, J. Am. Chem. Soc. 1997, 119, 3490. 15 L. Plasseraud, G. Süss-Fink, J. Organomet. Chem. 1997, 539, 163. 16 Garcia Fidalgo, L. Plasseraud, G. Süss-Fink, J. Mol. Catal. A 1998, 132, 5. 17 P. J. Dyson, D. J. Ellis, D. G. Parker, T. Welton, J. Chem. Soc. Chem. Commun. 1999, 25. 18 D. Durand, G. Hillion, C. Lassau, L. Sajus, US Patent 4 271 323 1981. 19 H. Brunner in Applied Homogeneous Catalysis with Organometallic Compounds ( ), VCH, Weinheim, 1996, p. 216. 20 M. P. Gomez-Sal, B. F. G. Johnson, J. Lewis, P. R. Raithby, A. H. Wright, J. Chem. Soc. Chem. Commun. 1985, 1682. 21 CSD refcodes FEBLIH, FEBNOP, GEHZIC, HIPKUM, HIPLAT, KIRWEL, PIDVAZ, REKPOM, REKPUS, REPYEQ, REPYIU. 22 The extensible systematic force field (ESFF) code was used to optimize the gas-phase geometry of the host–guest complexes [C6D6⊂1]+ and [C6D6⊂2]+. Keeping the cluster geometry frozen, the benzene guest was gradually allowed to approach the open face of the cluster. The total energy was minimized by varying the orientation of the benzene with respect to the {Ru3-face}. See: S. Barlow, A. L. Rohl, S. Shi, C. M. Freeman, D. O'Hare, J. Am. Chem. Soc. 1996, 118, 7578. 23 K. S. Weddle, J. D. Aiken III, R. G. Finke, J. Am. Chem. Soc. 1998, 120, 5653. 24a J. Schulz, A. Roucoux, H. Patin, Chem. Commun. 1999, 535; 24b J. Schulz, A. Roucoux, H. Patin, Chem. Eur. J. 2000, 6, 618. 25 P. Foley, R. Di Cosimo, G. M. Whitesides, J. Am. Chem. Soc. 1980, 102, 6713. 26 R. M. Laine, J. Mol. Catal. 1982, 14, 137. Citing Literature Volume41, Issue1January 4, 2002Pages 99-101 ReferencesRelatedInformation

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