420-46-2Relevant articles and documents
Giles,Whittle
, p. 1425 (1965)
Neely,Carmichael
, p. 307,309,310 (1973)
Ogawa et al.
, p. 2090 (1970)
Wozny et al.
, p. 175,176 (1978)
Using Chlorotrifluoroethane for Trifluoroethylation of (Hetero)aryl Bromides and Chlorides via Nickel Catalysis
Li, Xuefei,Gao, Xing,He, Chun-Yang,Zhang, Xingang
supporting information, p. 1400 - 1405 (2021/02/20)
A nickel-catalyzed reductive cross-coupling between industrial chemical CF3CH2Cl and (hetero)aryl bromides and chlorides has been reported. The reaction is synthetically simple without the preparation of arylmetals and exhibits high functional group tolerance. The utility of this protocol has been demonstrated by the late-stage modification of pharmaceuticals, providing a facile route for medicinal chemistry.
C(sp3)-CF3Reductive Elimination from a Five-Coordinate Neutral Copper(III) Complex
Liu, Shuanshuan,Liu, Shuanshuan,Liu, He,Liu, Shihan,Lu, Zehai,Lu, Changhui,Leng, Xuebing,Lan, Yu,Shen, Qilong
supporting information, p. 9785 - 9791 (2020/07/10)
The reductive elimination from a high-valent late-transition-metal complex for the formation of a carbon-carbon or carbon-heteroatom bond represents a fundamental product-forming step in a number of catalytic processes. While reductive eliminations from well-defined Pt(IV), Pd(IV), Ni(III)/Ni(IV), and Au(III) complexes have been studied, the analogous reactions from neutral Cu(III) complexes remain largely unexplored. Herein, we report the isolation of a stable, five-coordinate, neutral square pyramidal Cu(III) complex that gives CH3-CF3 in quantitative yield via reductive elimination. Mechanistic studies suggest that the reaction occurs through a synchronous bond-breaking/bond-forming process via a three-membered ring transition state.