Tetrahedron

Study of the stability of carbocations by chlorosulfonyl isocyanate reaction with ethers

JD Kim, G Han, LS Jeong, HJ Park, OP Zee, YH Jung

Index: Kim, Ji Duck; Han, Gyoonhee; Jeong, Lak Shin; Park, Hyun-Ju; Zee, Ok Pyo; Jung, Young Hoon Tetrahedron, 2002 , vol. 58, # 22 p. 4395 - 4402

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Citation Number: 35

Abstract

The stability order of various alkyl, allyl, and benzyl carbocations was investigated using the novel technique for comparing the stability of carbocations in solution developed by using a simple CSI reaction with various ethers. The p-methoxycinnamyl carbocation was the most stable in our reaction system and the next stable carbocation was the p-methoxybenzyl carbocation. The stability of the other carbocations decreased with methacryl, t-butyl, ...