53258-92-7Relevant academic research and scientific papers
Sulfonyl esters. 2. CS cleavage in some substitution reactions of nitrobenzensulfonates
Baum, James Clayton,Bolhassan, Jimat,Langler, Richard Francis,Pujol, Paul Joseph,Raheja, Raj Kumar
, p. 1450 - 1455 (2007/10/02)
An attempt to explore aromatic sulfonate esters as agents for the condensation of alcohols with mercaptans revealed an unusual process for sulfonate esters: CS bond rupture.Two mechanistic possibilities for CS bond rupture are explored: (i) radical anion intermediacy via singlet electron transfer and (ii) nucleophilic aromatic substitution.Both experiments and molecular orbital computations are presented to support the conclusion that nucleophilic aromatic substitutions are occuring.
