Unexpected opposite stereochemistries and different mechanisms of nucleophilic substitution reactions of homochiral tert-butylphenylthiophosphinoyl chloride and bromide
作者:Jan Omelańczuk、Marian Mikolajczyk
DOI:10.1039/c39940002223
日期:——
(ethylsulfanyl) anion with homochiral (+)-(S)-tert-butylphenylphosphinochloridothionate 2 and (–)-(S)-tert-butylphenylphosphinobromidothionate 3 proceed with inversion and retention at phosphorus, respectively, as a consequence of different reaction mechanisms; the stereoretentive reaction with bromide 3, in contrast to the direct nucleophilic substitution at phosphorus in chloride2, is a two-step process involving