Silica Immobilized Second Generation Hoveyda-Grubbs: A Convenient, Recyclable and Storageable Heterogeneous Solid Catalyst
The second generation Hoveyda–Grubbs metathesis catalyst was successfully immobilized on silica in pellet and powder form following a practical and fast synthesis procedure. The activity of the solid system is truly heterogeneous, efficient in various metathesis reaction types and stable for at leas...
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| Published in: | Advanced synthesis & catalysis Vol. 350; no. 13; pp. 1949 - 1953 |
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| Main Authors: | , , , |
| Format: | Journal Article |
| Language: | English |
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Weinheim
WILEY-VCH Verlag
05.09.2008
WILEY‐VCH Verlag |
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| ISSN: | 1615-4150, 1615-4169 |
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| Abstract | The second generation Hoveyda–Grubbs metathesis catalyst was successfully immobilized on silica in pellet and powder form following a practical and fast synthesis procedure. The activity of the solid system is truly heterogeneous, efficient in various metathesis reaction types and stable for at least 4000 TON. Ru contamination of the products was very low (ppb levels). The successful use of the robust system has been demonstrated in a continuous reactor set‐up. |
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| AbstractList | The second generation Hoveyda–Grubbs metathesis catalyst was successfully immobilized on silica in pellet and powder form following a practical and fast synthesis procedure. The activity of the solid system is truly heterogeneous, efficient in various metathesis reaction types and stable for at least 4000 TON. Ru contamination of the products was very low (ppb levels). The successful use of the robust system has been demonstrated in a continuous reactor set‐up. |
| Author | Sels, Bert F. Houthoofd, Kristof Van Berlo, Boris Jacobs, Pierre A. |
| Author_xml | – sequence: 1 givenname: Boris surname: Van Berlo fullname: Van Berlo, Boris organization: Centre for Surface Chemistry and Catalysis, K. U. Leuven, Kasteelpark Arenberg 23, 3001 Heverlee, Belgium, Fax: (+32)-16-32-1998 – sequence: 2 givenname: Kristof surname: Houthoofd fullname: Houthoofd, Kristof organization: Centre for Surface Chemistry and Catalysis, K. U. Leuven, Kasteelpark Arenberg 23, 3001 Heverlee, Belgium, Fax: (+32)-16-32-1998 – sequence: 3 givenname: Bert F. surname: Sels fullname: Sels, Bert F. email: bert.sels@biw.kuleuven.be organization: Centre for Surface Chemistry and Catalysis, K. U. Leuven, Kasteelpark Arenberg 23, 3001 Heverlee, Belgium, Fax: (+32)-16-32-1998 – sequence: 4 givenname: Pierre A. surname: Jacobs fullname: Jacobs, Pierre A. email: pierre.jacobs@biw.kuleuven.be organization: Centre for Surface Chemistry and Catalysis, K. U. Leuven, Kasteelpark Arenberg 23, 3001 Heverlee, Belgium, Fax: (+32)-16-32-1998 |
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| References_xml | – reference: A. H. Hoveyda, D. G. Gillingham, J. J. Van Veldhuizen, O. Kataoka, S. B. Garber, J. S. Kingsbury, J. P. A. Harrity, Org. Biomol. Chem. 2004, 2, 8-23; – reference: S. T. Nguyen, R. H. Grubbs, J. Organomet. Chem. 1995, 497, 195-200; – reference: J. C. Conrad, H. H. Parnas, J. L. Snelgrove, D. E. Fogg, J. Am. Chem. Soc. 2005, 127, 11882-11883. – reference: X. Elias, R. Pleixats, M. W. Chi Man, J. J. E. Moreau, Adv. Synth. Catal. 2006, 348, 751-762; – reference: R. R. Schrock, A. H. Hoveyda, Angew. Chem. Int. Ed. 2003, 42, 4592-4633. – reference: T. S. Halbach, S. Mix, D. Fischer, S. Maechling, J. O. Krause, C. Sievers, S. Blechert, O. Nuyken, M. R. Buchmeiser, J. Org. Chem. 2005, 70, 4687-4694; – reference: T. M. Trnka, R. H. Grubbs, Acc. Chem. Res. 2001, 34, 18-29; – reference: C. Copéret, J.-M. Basset, Adv. Synth. Catal. 2007, 349, 78-92; – reference: J. Lim, S. S. Lee, S. N. Riduan, J. Y. Yinga, Adv. Synth. Catal. 2007, 349, 1066-1076; – reference: R. H. Grubbs, S. Chang, Tetrahedron 1998, 54, 4413-4450; – reference: F. Michalek, D. Mädge, J. Rühe, W. Bannwarth, J. Organomet. Chem. 2006, 691, 5172. – reference: J. S. Kingsbury, J. P. A. Harrity, P. J. Bonitatebus, A. H. Hoveyda, J. Am. Chem. Soc. 1999, 121, 791-799; – reference: R. H. Grubbs, Handbook of Metathesis, Vol. 1, Wiley-VCH, Weinheim, 2003, pp 61-67. – reference: J. O. Krause, O. Nuyken, K. Wurst, M. R. Buchmeiser, Chem. Eur. J. 2004, 10, 777-784; – reference: F. Michalek, W. Bannwarth, Helv. Chim. Acta 2006, 89, 1030-1037; – reference: L. Li, J.-L. Shi, Adv. Synth. Catal. 2005, 347, 1745-1749; – reference: D. E. De Vos, M. Dams, B. F. Sels, P. A. Jacobs, Chem. Rev. 2002, 102, 3615-3640. – reference: A. Michrowska, K. Mennecke, U. Kunz, A. Kirschning, K. Grela, J. Am. Chem. Soc. 2006, 128, 13261-13267; – reference: X. Elias, R. Pleixats, M. W. C. Man, J. J. E. Moreau, Adv. Synth. Catal. 2006, 348, 751; – reference: Q. Yao, Y. Zhang, Angew. Chem. Int. 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| Snippet | The second generation Hoveyda–Grubbs metathesis catalyst was successfully immobilized on silica in pellet and powder form following a practical and fast... The second generation Hoveyda-Grubbs metathesis catalyst was successfully immobilized on silica in pellet and powder form following a practical and fast... |
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| SubjectTerms | heterogeneous catalysis immobilization metathesis N-heterocyclic carbenes ring-opening polymerization ruthenium |
| Title | Silica Immobilized Second Generation Hoveyda-Grubbs: A Convenient, Recyclable and Storageable Heterogeneous Solid Catalyst |
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