Cadiot-Chodkiewicz Coupling

Cadiot-Chodkiewicz Coupling

The Cadiot–Chodkiewicz coupling in organic chemistry is a coupling reaction between a terminal alkyne and a haloalkyne catalyzed by a copper(I) salt such as copper(I) bromide and an amine base. The reaction product is a di-acetylene or di-alkyne.

The reaction mechanism involves deprotonation by base of the acetylenic proton followed by formation of a copper(I) acetylide. A cycle of oxidative addition and reductive elimination on the copper center then creates a new carbon-carbon bond.

Related couplings are the Glaser coupling and the Eglinton coupling.

Read more about Cadiot-Chodkiewicz Coupling:  Cadiot-Chodkiewicz Coupling, Eglinton Reaction, Hay Coupling

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