Carbon acidity. 58. Hydrogen isotope exchange kinetics of propylene with lithium cyclohexylamide

DW Boerth, A Streitwieser Jr

文献索引：Boerth, Donald W.; Streitwieser, Andrew Jr. Journal of the American Chemical Society, 1981 , vol. 103, # 21 p. 6443 - 6447

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被引用次数: 18

摘要

Abstract: Rates for hydrogen isotope exchange with lithium cyclohexylamide (LiCHA) in cyclohexylamine-N, N-d2 (CHA-d2) and cyclohexylamine (CHA) are compared for propene and toluene. Benzyl hydrogens in toluene were found to be 6.2 times more reactive than allyl hydrogens in propene. Experimental primary isotope effects are also reported for propene: kD-(exptl)/kT (exptl)= 2.9, kH (exptl)/kT (exptl)= 30, and kH (exptl)/kD (exptl)= ...