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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.〔Chodkiewicz, W. Ann. Chim. Paris 1957, 2, 819–69.〕〔Cadiot, P.; Chodkiewicz, W. In Chemistry of Acetylenes; Viehe, H. G., Ed.; Marcel Dekker: New York, 1969; pp 597–647.〕 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. ==Cadiot–Chodkiewicz coupling == In one study the Cadiot–Chodkiewicz coupling has been applied in the synthesis of acetylene macrocycles starting from ''cis''-1,4-diethynyl-1,4-dimethoxycyclohexa-2,5-diene. This compound is also the starting material for the dibromide through NBS and silver nitrate: The coupling reaction itself takes place in methanol with piperidine, the hydrochloric acid salt of hydroxylamine and copper(I) bromide. 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Cadiot–Chodkiewicz coupling」の詳細全文を読む スポンサード リンク
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