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- W2094476414 abstract "The chlorine leaving group isotope effect has been measured for the base-promoted elimination reaction of 1-(2-chloro-2-propyl)indene (1-Cl) in methanol at 30 °C: k35/k37 = 1.0086 ± 0.0007 with methoxide as the base and k35/k37 = 1.0101 ± 0.0001 with triethylamine (TEA) as the base. These very large chlorine isotope effects combined with large kinetic deuterium isotope effects of 7.1 and 8.4, respectively, are consistent not with the irreversible E1cB mechanism proposed previously (J. Am. Chem. Soc. 1977, 99, 7926) but with the E2 mechanism with transition states having large amounts of hydron transfer and very extensive cleavage of the bond to chlorine." @default.
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- W2094476414 date "2001-12-11" @default.
- W2094476414 modified "2023-10-03" @default.
- W2094476414 title "Borderline between E1cB and E2 Mechanisms. Chlorine Isotope Effects in Base-Promoted Elimination Reactions" @default.
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- W2094476414 doi "https://doi.org/10.1021/jo0159340" @default.
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