Homocoupling of alkyl halides and cyclization of. alpha.,. omega.-dihaloalkanes via activated copper

…, TA Donovan Jr, SD Suchan, DR Pfennig…

Index: Ginah, Francis O.; Donovan, Thomas A.; Suchan, Scott D.; Pfennig, Deborah R.; Ebert, Greg W. Journal of Organic Chemistry, 1990 , vol. 55, # 2 p. 584 - 589

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Citation Number: 47

Abstract

The homocoupling of alkyl halides utilizing a highly activated form of zerovalent copper has been studied. Allyl and benzyl halides produce high yields of their respective homocoupled dimers 1, 5-hexadiene and 1, 2-diphenylethane. An 83% yield of tetradecane was produced from n-heptyl iodide. The yield drops substantially for the corresponding bromo and chloro compounds. The yield is also strongly solvent and temperature dependent. Secondary ...