The Nucleophilicity of Persistent α-Monofluoromethide Anions.
Artikel i vetenskaplig tidskrift, 2016

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 ref. electrophiles to elucidate the effects of α-F, α-Cl, and α-OMe substituents on the nucleophilic reactivities of carbanions. [on SciFinder(R)]

fluoromethylation

carbanions

fluorine effect

nucleophilicity

linear free energy relationship

Författare

Zhe Zhang

Angel Puente

F. Wang

Yuncai Mei

Herbert Mayr

G. K. Surya. Prakash

Angewandte Chemie - International Edition

1433-7851 (ISSN) 1521-3773 (eISSN)

Vol. 55 12845-12849

Ämneskategorier

Oorganisk kemi

Materialkemi

Teoretisk kemi

DOI

10.1002/anie.201605616