Stereochemistry in trivalent nitrogen compounds. 35. The electrosteric effect on sulfenamide torsional barriers. Barriers in trinitrobenzenesulfenamides and …

M Raban, G Yamamoto

Index: Raban,M.; Yamamoto,G. Journal of the American Chemical Society, 1979 , vol. 101, p. 5890 - 5895

Full Text: HTML

Citation Number: 11

Abstract

Abstract: A series of arenesulfenamides has been prepared from 2, 4-dinitrobenzenesulfenyl chloride, 2, 4, 6-trinitrobenzenesul-fenyl chloride, pentafluorobenzenesulfenyl chloride, and pentachlorobenzenesulfenyl chloride and a variety of dialkyl-and arylalkylamines and N- alkylsulfonamides. The barriers to torsion about the NS bond have been measured by dynamic proton magnetic resonance spectroscopy. While sulfenamide barriers are ...