Theoretical and experimental studies on the Baeyer-Villiger oxidation of ketones and the effect of α-halo substituents

…, AC Chen, D Edwards, CM Crudden

Index: Grein, Friedrich; Chen, Austin C.; Edwards, David; Crudden, Cathleen M. Journal of Organic Chemistry, 2006 , vol. 71, # 3 p. 861 - 872

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Citation Number: 46

Abstract

The Baeyer-Villiger reactions of acetone and 3-pentanone, including their fluorinated and chlorinated derivatives, with performic acid have been studied by ab initio and DFT calculations. Results are compared with experimental findings for the Baeyer-Villiger oxidation of aliphatic fluoro and chloroketones. According to theoretical results, the first transition state is rate-determining for all substrates even in the presence of acid catalyst. ...