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Aerobic Epoxidation of Olefins Catalyzed by Electronegative Vanadyl Salen Complexes

Chang, Christopher J. and Labinger, Jay A. and Gray, Harry B. (1997) Aerobic Epoxidation of Olefins Catalyzed by Electronegative Vanadyl Salen Complexes. Inorganic Chemistry, 36 (25). pp. 5927-5930. ISSN 0020-1669. https://resolver.caltech.edu/CaltechAUTHORS:20180313-091844236

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Abstract

Vanadyl salen complexes bearing electron-withdrawing substituents have been prepared and characterized. Systematic substitutions on the ancillary ligand have allowed V^(5+)/V^(4+) reduction potentials to be tuned over a range of approximately 500 mV. The complexes are catalysts for the aerobic epoxidation of cyclohexene; catalytic activity roughly increases with increasing V^(5+)/V^(4+) reduction potential. The mechanism likely involves oxygen transfer from intermediate hydroperoxides that are formed by radical-chain autoxidation.


Item Type:Article
Related URLs:
URLURL TypeDescription
https://doi.org/10.1021/ic970824qDOIArticle
https://pubs.acs.org/doi/abs/10.1021/ic970824qPublisherArticle
https://pubs.acs.org/doi/suppl/10.1021/ic970824qPublisherSupporting Information
ORCID:
AuthorORCID
Labinger, Jay A.0000-0002-1942-9232
Gray, Harry B.0000-0002-7937-7876
Additional Information:© 1997 American Chemical Society. Received July 2, 1997; Publication Date (Web): December 3, 1997. We thank Don Low, Mahdi Abu-Omar, and Jeff Rack for helpful discussions. C.J.C. thanks the Caltech SURF program and the A. A. Noyes Foundation for an award. This work was supported by the Bayer Foundation and the National Science Foundation.
Funders:
Funding AgencyGrant Number
Caltech Summer Undergraduate Research Fellowship (SURF)UNSPECIFIED
Arthur A. Noyes FoundationUNSPECIFIED
Bayer FoundationUNSPECIFIED
NSFUNSPECIFIED
Issue or Number:25
Record Number:CaltechAUTHORS:20180313-091844236
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20180313-091844236
Official Citation:Aerobic Epoxidation of Olefins Catalyzed by Electronegative Vanadyl Salen Complexes. Christopher J. Chang, Jay A. Labinger, and Harry B. Gray. Inorganic Chemistry 1997 36 (25), 5927-5930. DOI: 10.1021/ic970824q
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:85271
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:13 Mar 2018 17:14
Last Modified:22 Nov 2019 09:58

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