Rates of H/D exchange of 9-fluorenyl sulfoxides. Evidence for an irreversible E1cB mechanism for base-induced sulfine formation from methyl diarylmethanesulfinates
JL Kice, H Lotey
文献索引：Kice, John L.; Lotey, Harvinder Journal of Organic Chemistry, 1988 , vol. 53, # 15 p. 3593 - 3597
A previous study2 had shown that the base-catalyzed, sulfine-forming eliminations of methyl 9-fluorenesulfinate (4) and other methyl diarylmethanesulfinates take place by either an ElcB-irreversible or an E2 mechanism, rather than the ElcB-reversible mechanism that had been expected. In the present work the rates (kexch) of DABCO (diazabicyc1ooctane)- catalyzed H/D exchange of the 9-H in a series of 9-fluorenyl sulfoxides (3) have been ...
