Campus Units

Chemistry

Document Type

Article

Publication Version

Published Version

Publication Date

1-1998

Journal or Book Title

Journal of Organic Chemistry

Volume

63

Issue

2

First Page

356

Last Page

360

DOI

10.1021/jo971893p

Abstract

Treatment of the well-defined complexes (TTP)Ti(η2-EtC⋮CEt) or trans-(TTP)Ti(THF)2 with vicinal dichloroalkanes or dichloroalkenes results in the production of alkenes or alkynes and 2 equiv of (TTP)TiCl. This net two-electron redox reaction arises from two formal one-electron reduction processes mediated by chlorine atom transfer. Oxygen atom transfer occurs when the Ti(II) porphyrins are treated with several different sulfoxides or epoxides, resulting in two-electron redox products, (TTP)TiO, the sulfide or alkene, and EtC⋮CEt or THF. The electronic properties of the substituents on the sulfoxides or epoxides correlate with the yield and rate of the deoxygenation reactions.

Comments

Reprinted (adapted) with permission from Journal of Organic Chemistry 63 (1998): 356, doi:10.1021/jo971893p. Copyright 1998 American Chemical Society.

Copyright Owner

American Chemical Society

Language

en

File Format

application/pdf

Included in

Chemistry Commons

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