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A Recyclable Ru-Based Metathesis Catalyst
Abstract
A Ru carbene ( 8, Scheme 2) that contains an internal metal−oxygen chelate is an active metathesis catalyst and is readily obtained by the sequential treatment of Cl 2 Ru(PPh 3 ) 3 with (2-isopropoxyphenyl)diazomethane and PCy 3 . This Ru-carbene complex offers excellent stability to air and moisture and can be recycled in high yield by silica gel column chromatography. The structures of this and related complexes have been unambiguously established by NMR and single-crystal X-ray diffraction studies.
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Research works printed but not linked: 21
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- Other recyclable metathesis catalyst systems have been recently reported. In a recent study, Grubbs and Nguyen prepared a series of polystyrene−divinylbenzene (PS-DVB)-supported Ru−vinylcarbene complexes and their metathesis activities were explored. Unfortunately, recovery and reuse of the catalysts led to small losses in activity (20% after each cycle), suggesting that the complexes experience a finite lifetime when bound to the polymer support. Moreover, reaction rates with the polymer-supported carbenes were orders of magnitude lower than that of their homogeneous analogues. See: Nguyen, S. T.; Grubbs, R. H.J.Organomet. Chem.1995,497, 195−200. · DOI · Paper page
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Cited by
Grubbs, R. H. (2004) · Tetrahedron · doi:10.1016/j.tet.2004.05.124 · Cited by 1,205
Recoverable Catalysts and Reagents Using Recyclable Polystyrene-Based Supports
McNamara, C. A., Dixon, M. J., & Bradley, M. (2002) · Chemical Reviews · doi:10.1021/cr0103571 · Cited by 657
Ring-Opening Polymerization—An Introductory Review
Nuyken, O., & Pask, S. (2013) · Polymers · doi:10.3390/polym5020361 · Cited by 456
Enantioselective Ruthenium-Catalyzed Ring-Closing Metathesis
Seiders, T. J., Ward, D. W., & Grubbs, R. H. (2001) · Organic Letters · doi:10.1021/ol0165692 · Cited by 422
Zhukhovitskiy, A. V., MacLeod, M. J., & Johnson, J. A. (2015) · Chemical Reviews · doi:10.1021/acs.chemrev.5b00220 · Cited by 363
Metadata
- Authors
- Kingsbury, J. S., Harrity, J. P. A., Bonitatebus, P. J., & Hoveyda, A. H.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 1999-01-15
- Volume
- 121
- Issue
- 4
- Pages
- 791-799
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2018050393
- Cited by
- 947
- References
- 0
- FWCI
- 21.19
- Type
- journal article
- Language
- en
- Open access
- closed
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