Experimental and computational evidence for the formation of iminopersulfinic acids

EL Clennan, MF Chen, A Greer…

Index: Clennan, Edward L.; Chen, Ming-Fang; Greer, Alexander; Jensen, Frank Journal of Organic Chemistry, 1998 , vol. 63, # 10 p. 3397 - 3402

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Citation Number: 10

Abstract

An experimental and computational study of the reactions of singlet oxygen with N- substituted sulfenamides is reported. Intermediates capable of epoxidizing norbornene were observed during the photooxidations of three sulfenamides. These results are used to argue for formation of iminopersulfinic acids. The structural integrity of two iminopersulfinic acids was supported by their successful location at the MP2/6-31G* level of theory. Furthermore, ...