Nucleophilic cleavage of the sulfur-sulfur bond by phosphorus nucleophiles. Kinetic study of the reduction of aryl disulfides with triphenylphosphine and water

LE Overman, D Matzinger, EM O'Connor…

Index: Journal of the American Chemical Society, , vol. 96, # 19 p. 6081 - 6089

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Citation Number: 59

Abstract

... biphilic attack by Ph3P on the SS bond to afford directly a phosphorane intermediate has been rejected on the basis of the sensitivity of the reaction to solvent ionizing power (the slope of the plot of kobsd US. ... Journal of the American Chemical Society 96:19 1 September 18 ...