Tetrahedron

Pyridyl and N, N-dimethylanilyltrifluoromethylketones forming stable gem-diols

RL Salvador, M Saucier

Index: Salvador,R.L.; Saucier,M. Tetrahedron, 1971 , vol. 27, p. 1221 - 1226

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Citation Number: 31

Abstract

A series of six aryltrifluoromethylketones have been synthesized: 2, 3 and 4-pyridyl and N, N- dimethylanilyl-2, 3 and 4-trifluoromethylketones. Four of these six aryltrifluoromethylketones form stable gem-diols. It is proposed that the unusual stability of these gem-diols is not solely accounted for by the inductive effects of the trifluoromethyl radical, but also by the stabilization effects of H-bond formation between the acidic OH groups of the diols and ...