Borderline between E1cB and E2 mechanisms. Chlorine isotope effects in base-promoted elimination reactions

…, J Rudzinski, P Paneth, A Thibblin

文献索引：Jia, .Zhi Sheng; Rudzinski, Juliusz; Paneth, Piotr; Thibblin, Alf Journal of Organic Chemistry, 2002 , vol. 67, # 1 p. 177 - 181

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被引用次数: 16

摘要

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: k 35/k 37= 1.0086±0.0007 with methoxide as the base and k 35/k 37= 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 ...