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Ring-closure reactions. 22. Kinetics of cyclization of diethyl (. omega.-bromoalkyl) malonates in the range of 4-to 21-membered rings. Role of ring strain

MA Casadei, C Galli, L Mandolini

文献索引:Casadei, Maria Antonietta; Galli, Carlo; Mandolini, Luigi Journal of the American Chemical Society, 1984 , vol. 106, # 4 p. 1051 - 1056

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被引用次数: 103

摘要

Abstract: The kinetics of closure of 1, I-bis (ethoxycarbony1) cycloalkanes from the anions derived from diethyl (w-bromoalky1) malonates have been investigated in Me2S0 at 25'C. Rate constants and effective molarities (EM) have been obtained for the ring sizes 4-13, 17, and 21. This is the first quantitative study on the kinetics of SN2 closure of all-carbon rings, which includes small, common, medium, and large rings. The reactivity data span over ...