Issue 0, 1979

The ambident nucleophilicity of sulphenate anions

Abstract

2-Nitro-4-trifluoromethylbenzene- and 2-nitrobenzene-sulphenate anions, generated by the base-catalysed hydrolysis of the corresponding disulphide or sulphenate ester, undergo S-methylation with methyl iodide but predominantly O-methylation with the ‘harder’ methylating agents, methyl fluorosulphonate and dimethyl sulphate. Sulphinate ions react similarly with methyl fluorosulphonate.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1979, 1125-1128

The ambident nucleophilicity of sulphenate anions

D. R. Hogg and A. Robertson, J. Chem. Soc., Perkin Trans. 1, 1979, 1125 DOI: 10.1039/P19790001125

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