138373-08-7Relevant academic research and scientific papers
Sulfonyl esters 6. Elucidation of the first sequence in the Trithioorthoformate reaction
Baum, James Clayton,Black, Bradley Eugene,Precedo, Laura,Goehl, John Edward,Langler, Richard Francis
, p. 444 - 452 (2007/10/02)
The one-pot conversion of a mercaptan and an aryl methanesulfonate into a trithioorthoformate is described.The intermediacy of a sulfide-sulfonate ester is firmly established.Experimental and computational results permit the formulation of a possible pathway for the formation of the intermediate sulfide-sulfonate ester.Key words: single electron transfer, sulfonate esters, sulfide-sulfonate esters.
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.
