Carbon acidity. 58. Hydrogen isotope exchange kinetics of propylene with lithium cyclohexylamide
DW Boerth, A Streitwieser Jr
Index: Boerth, Donald W.; Streitwieser, Andrew Jr. Journal of the American Chemical Society, 1981 , vol. 103, # 21 p. 6443 - 6447
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Citation Number: 18
Abstract
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)= ...
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