ADDITION REACTION OF SUBSTITUTED BENZENESULFINIC ACIDS TO N-PHENYLMALEIMIDE.

Article abstract of DOI:10.1246/bcsj.57.219

The reaction of substituted benzenesulfinic acids with N-phenylmaleimide has been carried out, and the products obtained have been identified as sulfones from analyses of their IR, UV, and NMR spectra. From the kinetic investigation, a linear Hammett relationship between the sigma -value and log K//2/K//0 has been confirmed. It is concluded that the nucleophilic attack of the sulfinic acid sulfur atom on the carbon of the C equals C bond of N-phenylmaleimide is the rate-determining step.