Catalytic Selective Oxidation of Benzyl Alcohols to Aldehydes with Rhenium Complexes

Abstract

The system (nBu4N)ReO4 5/PhIO/CH 2Cl2, T = 298 K catalyses effectively and with total selectivity the anaerobic oxidation of a range of primary substituted benzyl alcohols (o-, m-, p-X-C6H4-CH2OH, X = H, Me, MeO, Cl, NO2, CF3) to the corresponding aldehydes; in contrast, it is unreactive towards secondary benzyl and aliphatic (primary and secondary) alcohols. This may prove of interest in synthetic organic transformations, when several alcoholic functionalities are present in the same molecule.

Department(s)

Chemistry

Keywords and Phrases

Alcohols; Aldehydes; Aromatic Compounds; Catalyst Selectivity; Complexation; Oxidation; Rhenium; Rhenium Compounds; Substitution Reactions; Anaerobic Oxidation; Hypervalent Iodine; Organic Transformations; Selectivity; Catalysis

International Standard Serial Number (ISSN)

1381-1169

Document Type

Article - Journal

Document Version

Citation

File Type

text

Language(s)

English

Rights

© 2005 Elsevier, All rights reserved.

Publication Date

01 Oct 2005

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