Effects of solvation on the nucleophilic reaction of stable carbanions with diaryl disulfides
HF Gilbert
Index: Gilbert, H. F. Journal of the American Chemical Society, 1980 , vol. 102, # 23 p. 7059 - 7065
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Citation Number: 22
Abstract
Abstract: Stable carbanions react with diaryl disulfides in aqueous solution by a direct displacement (SN2) reaction to yield an arylthiol anion and the corresponding sulfide as products. The reaction of 1, 3-dicarbonyI carbanions with 5, 5'-dithiobis (2-nitrobenzoic acid) is characterized by a Brtlnsted pc value of 0.5. Nitroalkane carbanions react 102-104 slower than 1, 3-dicarbonyl carbanions of the same pK and are correlated by a Br~ nsted & of ...
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