99097-75-3Relevant academic research and scientific papers
Sulfonyl esters. 3. The formation of sulfone-sulfonates in the reactions of aryl methanesulfonates with sodium borohydride
Baum, James Clayton,Durkin, Kathleen Anne,Precedo, Laura,O'Blenes, Stacy Brian,Goehl, John Edward,et al.
, p. 2127 - 2135 (2007/10/02)
Sodium hydride reductions of aryl methanesulfonates afford dimeric sulfone-sulfonate esters as well as products arising from SO bond rupture.SO bond rupture becomes more competitive as the LUMO energy of the sulfonate ester declines.Exploration of the chemistry of a sulfone-sulfonate ester revealed a complex novel reaction that resulted in the formation of, inter alia, a dichloromethanesulfonate ester and a trichloromethanesulfonate aster.The first succesful approaches to the synthesis of the heretofore unknown trichloromethanesulfonates and dichloromethanesulfonates are reported.Key words: sodium hydride reductions, sulfenes, sulfone-sulfonate esters.
