Evidence for pericyclic and stepwise processes in the cyclodimerization of chloroprene and 1, 3-butadiene from pressure dependence and stereochemistry. …

FG Klaerner, B Krawczyk, V Ruster…

Index: Klaerner, Frank-Gerrit; Krawczyk, Bernd; Ruster, Volker; Deiters, Ulrich K. Journal of the American Chemical Society, 1994 , vol. 116, # 17 p. 7646 - 7657

Full Text: HTML

Citation Number: 49

Abstract

Abstract: From the pressure dependence of cyclodimerization of chloroprene, it has been concluded that volumes of activation may be useful for the distinction between competing concerted and stepwise cycloadditions. Accordingly, one of the [4+ 21 cyclodimers, 1, 4- dichloro-4-vinylcyclohexene (4), should be formed in a stepwise Diels-Alder reaction involving a diradical intermediate analogously to the [2+ 21 cyclodimerizations leading to ...