Journal of the American Chemical Society

Effects of solvation on the nucleophilic reaction of stable carbanions with diaryl disulfides

HF Gilbert

文献索引：Gilbert, H. F. Journal of the American Chemical Society, 1980 , vol. 102, # 23 p. 7059 - 7065

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被引用次数: 22

摘要

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 ...