Steric effects of vicinal substituents on redox equilibriums in quinoid compounds

ER Brown, KT Finley, RL Reeves

Index: Brown,E.R. et al. Journal of Organic Chemistry, 1971 , vol. 36, # 19 p. 2849 - 2853

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Citation Number: 25

Abstract

The redox potentials of a series of methyl-substituted quinones and hydroquinones having p- tolylthio substituents were determined polarographically in 50% methanol at pH 5.37. The substituent effects are not additive, as shown by a break in the plot of Ellr us. Zup-1re (summation of Hammett a-para constants of methyl). The break occurs with those compounds in which the p-tolylthio group is flanked by a methyl group, giving halfwave ...