19472-81-2Relevant articles and documents
The Nucleophilicity of Persistent α-Monofluoromethide Anions
Zhang, Zhe,Puente, ángel,Wang, Fang,Rahm, Martin,Mei, Yuncai,Mayr, Herbert,Prakash, G. K. Surya
supporting information, p. 12845 - 12849 (2016/10/31)
α-Fluorocarbanions are key intermediates in nucleophilic fluoroalkylation reactions. Although frequently discussed, the origin of the fluorine effect on the reactivity of α-fluorinated CH acids has remained largely unexplored. We have now investigated the kinetics of a series of reactions of α-substituted carbanions with reference electrophiles to elucidate the effects of α-F, α-Cl, and α-OMe substituents on the nucleophilic reactivities of carbanions.