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Metal complex-catalyzed epoxidation of olefins by dioxygen with co-oxidation of aldehydes: A mechanistic study

Journal Article · · Inorganic Chemistry
DOI:https://doi.org/10.1021/ic950782a· OSTI ID:258384
; ;  [1]
  1. Ewha Womans Univ., Seoul (Korea, Democratic People`s Republic of); and others

Mechanistic studies of the oxidation of olefins by dioxygen plus aldehyde in the presence of metal complexes such as metalloporphyrins and metal cyclam complexes have been carried out. Epoxides were the predominant products, with trace amounts of allylic oxidation products. cis-Stilbene was oxidized to a mixture of cis- and trans-stilbene oxides. It is concluded from this study that the principal role of the metal complexes is to aid in the initiation step for the free radical autoxidation of the aldehyde and that acylperoxy radicals generated in the autoxidation reaction (or metal complexes formed by complexation of the acylperoxy radicals) are the active epoxidizing agents.

OSTI ID:
258384
Journal Information:
Inorganic Chemistry, Journal Name: Inorganic Chemistry Journal Issue: 4 Vol. 35; ISSN 0020-1669; ISSN INOCAJ
Country of Publication:
United States
Language:
English

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