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[摘要]:The mechanism of the NEt3-catalyzed intramol. aminolysis of Z-1 in acetonitrile or aq. acetonitrile solns. is suggested to involve rate-detg. collapse of T ?through simultaneous H-abstraction and ethoxide expulsion of E2 process. The evidence for that includes the primary isotope effect of kH/kD = 1.66 in acetonitrile, general-base catalysis in aq. buffer solns., salt effect, and the proposed water-stabilized rate-detg. transition states (TS1 and TS2) in the water-titrn. expts. |
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