Aerobic Epoxidation of Olefins Catalyzed by Electronegative Vanadyl Salen Complexes

Christopher J. Chang; Jay A. Labinger; Harry B. Gray

doi:10.1021/ic970824q

Aerobic Epoxidation of Olefins Catalyzed by Electronegative Vanadyl Salen Complexes

Christopher J. Chang, Jay A. Labinger, Harry B. Gray

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93 Scopus citations

Abstract

Vanadyl salen complexes bearing electron-withdrawing substituants have been prepared and characterized. Systematic substitutions on the ancillary ligand have allowed V⁵⁺/V⁴⁺ 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 V⁵⁺/V⁴⁺ reduction potential. The mechanism likely involves oxygen transfer from intermediate hydroperoxides that are formed by radical-chain autoxidation.

Original language	English (US)
Pages (from-to)	5927-5930
Number of pages	4
Journal	Inorganic Chemistry
Volume	36
Issue number	25
DOIs	https://doi.org/10.1021/ic970824q
State	Published - Dec 1 1997
Externally published	Yes

All Science Journal Classification (ASJC) codes

Physical and Theoretical Chemistry
Inorganic Chemistry

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10.1021/ic970824q

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abstract = "Vanadyl salen complexes bearing electron-withdrawing substituants have been prepared and characterized. Systematic substitutions on the ancillary ligand have allowed V5+/V4+ 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 V5+/V4+ reduction potential. The mechanism likely involves oxygen transfer from intermediate hydroperoxides that are formed by radical-chain autoxidation.",

author = "Chang, {Christopher J.} and Labinger, {Jay A.} and Gray, {Harry B.}",

year = "1997",

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AU - Gray, Harry B.

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AB - Vanadyl salen complexes bearing electron-withdrawing substituants have been prepared and characterized. Systematic substitutions on the ancillary ligand have allowed V5+/V4+ 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 V5+/V4+ reduction potential. The mechanism likely involves oxygen transfer from intermediate hydroperoxides that are formed by radical-chain autoxidation.

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Aerobic Epoxidation of Olefins Catalyzed by Electronegative Vanadyl Salen Complexes

Abstract

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