Reinvestigating the role of multiple hydrogen transfers in Baeyer-Villiger reactions

被引：25

作者：

Alvarez-Idaboy, J. Raul ^{[1
]}

Reyes, Lino ^{[1
]}

机构：

[1] Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 17期

关键词：

D O I：

10.1021/jo070956t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A comparison between a tetramolecular mechanism (J. Org. Chem. 2007, 72, 3031) and our previously proposed mechanism has been performed. The results show that the tetramolecular mechanism is less favored in terms of Gibbs free energy, and therefore, the reaction in acidic media is acid catalyzed. The role of the catalyst in the migration step has been corrected and discussed. A new transition state is proposed for this step. The change in the rate-determining step for the cyclohexanone + performic acid reaction supports our results.

引用

页码：6580 / 6583

页数：4

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