Reactions of Fluoroalkanes with Mg-Mg Bonds: Scope, sp

Autor: Greg, Coates, Bryan J, Ward, Clare, Bakewell, Andrew J P, White, Mark R, Crimmin
Rok vydání: 2018
Předmět:
Zdroj: Chemistry (Weinheim an Der Bergstrasse, Germany)
ISSN: 1521-3765
Popis: sp3C−F Bonds of fluoroalkanes (7 examples; 1°, 2° and 3°) undergo addition to a low‐valent Mg−Mg species generating reactive organomagnesium reagents. Further reactions with a series of electrophiles results in a net C−F to C−B, C−Si, C−Sn or C−C bond transformation (11 examples, diversity). The new reactivity has been exploited in an unprecedented one‐pot magnesium‐mediated coupling of sp3C−F and sp2C−F bonds. Calculations suggest that the sp3C−F bond activation step occurs by frontside nucleophilic attack of the Mg−Mg reagent on the fluoroalkane.
Databáze: OpenAIRE