Issue 7, 1976

Reactions of carbonyl compounds with tervalent phosphorus reagents. Part VI. Benzoate esters and halogenophosphines

Abstract

Chloro(di-t-butyl)phosphine reacts with alkyl benzoates to give phosphine oxides, alkyl chlorides, and aroyl chlorides. Kinetic and other evidence is presented for a mechanism involving rate-determining, competing nucleophilic attack by the phosphine at the alkyl and carbonyl carbon atoms of the esters. Reactions of methyl diphenyl-phosphinite with benzoyl and acetyl chlorides are discussed, and the products are related to addition reactions of acyldiphenylphosphine oxides.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1976, 741-745

Reactions of carbonyl compounds with tervalent phosphorus reagents. Part VI. Benzoate esters and halogenophosphines

N. J. De'ath, S. T. McNeilly and J. A. Miller, J. Chem. Soc., Perkin Trans. 1, 1976, 741 DOI: 10.1039/P19760000741

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