A. Volkonsky, E. M. Rokhlin
Oct 1, 1984
Citations
0
Influential Citations
6
Citations
Journal
Journal of Fluorine Chemistry
Abstract
Abstract It was found that the reaction of mesomeric fluorocarbanions of the CF3 C θ XCOY type with benzoic anhydride leads to the loss of benzoyl fluoride and the formation of mesomeric carbanions of the FCO C θ XCOY type. In a similar reaction with perfluorocarboxylic acid anhydrides, besides a CF3→COF transformation, further change of COF into CORF is observed, leading to the formation of salts containing mesomeric anions of the RFCO C θ XCOY type, which, upon acidification, give 1,1- -bis(perfluoroacyl)-2,2,2-trifluoroethanes CF3CH(CORF)2 , tris- (perfluoroacyl)methanes (RFCO)3CH and bis(trifluoroacetyl)- acetic ester (CF3CO)2CHCOOMe. It has been shown that perfluoroalkyl groups in β-diketones and β,β′-triketones may hinder enolization despite their electron-attracting effect.