Enthalpy versus entropy in chlorocarbene/alkene addition reactions

…, M Zhang, C Skalit, K Krogh-Jespersen

Index: Moss, Robert A.; Wang, Lei; Zhang, Min; Skalit, Christopher; Krogh-Jespersen, Karsten Journal of the American Chemical Society, 2008 , vol. 130, # 17 p. 5634 - 5635

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Citation Number: 28

Abstract

We report the first measured activation parameters for the additions of CCl2 and CClF to simple alkenes and demonstrate the existence of enthalpic barriers for CCl2 additions to cyclohexene and 1-hexene. With these two alkenes, additions of PhCCl are “dominated” by entropic contributions to Δ G‡ and additions of CCl2 display comparable contributions of Δ H‡ and Δ S‡, while CClF additions feature dominant enthalpic contributions to Δ G‡. ...