The Journal of Organic Chemistry

Novel catalysis of hydroquinone autoxidation with nitrogen oxides

E Bosch, R Rathore, JK Kochi

Index: Bosch, E.; Rathore, R.; Kochi, J. K. Journal of Organic Chemistry, 1994 , vol. 59, # 9 p. 2529 - 2536

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Citation Number: 45

Abstract

An efficient catalytic method is described for the preparative conversion of hydroquinones to quinones with dioxygen under mild conditions. The use of the gaseous nitrogen oxide (NO,) catalyst allows a simple workup procedure for the isolation of quinones in essentially quantitative yields by merely removing the low-boiling solvent dichloromethane in vacuo. The mechanism of the catalytic autoxidation of hydroquinones is ascribed to the critical ...