Correlation between Hammett substituent constants and directly calculated π-conjugation strength

被引：88
作者：
Fernández, I [1 ]
Frenking, G [1 ]
机构：
[1] Univ Marburg, Fachbereich Chem, D-35043 Marburg, Germany
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 06期
关键词：
D O I：
10.1021/jo052012e
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] The results of an energy decomposition analysis of ortho-, meta-, and para-substituted benzylic cations and para-substituted benzylic anions H2C-C6H4Rq (R = H, F, CN, Me, OH, NH2, NO2, CHO, CO2H; q = +, -) are presented and discussed. The calculated values for the pi bonding between CH2q and C6H4R show for substituents which have pi orbitals a linear correlation with the Hammett sigma(p), sigma(+)(p), and sigma(m) constants.
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页码：2251 / 2256
页数：6
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