Correlation between the Addition Reactivity and Alkyl Polarizability Effect for Alkenes

Chinese Journal of Organic Chemistry ›› 2004, Vol. 24 ›› Issue (1): 40-45. Previous Articles Next Articles

烯烃加成反应活性与烷基极化效应的关系

曹晨忠

湖南科技大学化学化工学院湘潭 411201

收稿日期:2003-04-14 修回日期:2003-06-24 接受日期:2003-07-14 发布日期:2022-09-21
基金资助:
国家自然科学基金(No. 20172043)、湖南省重点学科建设和湖南省教育厅科研资助项目.

Correlation between the Addition Reactivity and Alkyl Polarizability Effect for Alkenes

CAO Chen-Zhong

School of Chemistry and Chemical Engineering, Hunan University of Science and Technolohy, Xiangtan 411201

Received:2003-04-14 Revised:2003-06-24 Accepted:2003-07-14 Published:2022-09-21
Contact: *E-mail: czcao@xtnu.edu.cn

Abstract

The rate constants of radical and electrophilic addition to alkenes are dominated by different factors. For the simple alkenes with only alkyl groups: (1) its rate constants -log k_OH forthe addition of OH radical can be correlated with the geometric mean polarizability effect index of π bond (GMPEIπ): -log k_OH=a+bGMPEIπ+c(GMPEIπ)², and (2) its rate constants (log k) for the addition of electrophilic reagents can be correlated with the two parameters PEI(L) and PEI(S): logk=a+bPEI(L)+cPEI(S), where PEI(L) and PEI(S) represent the larger and smaller polarizability effect of alkyl groups connecting with two carbon atomson the double bond of alkenes, respectively.

Key words: alkene, radical addition, electrophilic addition, rate constant, polarizability effect index

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CAO Chen-Zhong. Correlation between the Addition Reactivity and Alkyl Polarizability Effect for Alkenes[J]. Chinese Journal of Organic Chemistry, 2004, 24(1): 40-45.

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烯烃加成反应活性与烷基极化效应的关系

Correlation between the Addition Reactivity and Alkyl Polarizability Effect for Alkenes

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