Determining the excited-state substituent constants σCCex of meta-substituent from 3,4′-disubstituted stilbenes

被引：25

作者：

Cao, Chenzhong ^{[1
]}

Sheng, Bin ^{[1
]}

Chen, Guanfan ^{[1
]}

机构：

[1] Hunan Prov Univ, Sch Chem & Chem Engn, Key Lab Theoret Chem & Mol Simulat, Minist Educ,Hunan Univ Sci & Technol,Key Lab QSAR, Xiangtan 411201, Peoples R China

来源：

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | 2012年 / 25卷 / 12期

基金：

中国国家自然科学基金;

关键词：

disubstituted stilbene; excited-state substituent constant; meta-substituent; UV absorption energy; UV SPECTRA; STYRENES; ENERGY;

D O I：

10.1002/poc.3026

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this paper, 61 samples of 3,4'-disubstituted stilbenes and 18 samples of 3,3'-disubstituted stilbenes were synthesized, and their UV data were measured in anhydrous ethanol. Based on the UV absorption energy (wavenumber) of 3,4'-disubstituted stilbenes, the excited-state substituent constants sCCmex of meta-substituent were determined by means of curve-fitting. The availability of sCCmex was confirmed by the good correlation with the UV absorption energy of 3,4'-disubstituted stilbenes and 4,4'-disubstituted stilbenes. Further, using the obtained constants sCCmex and the correlation equation, we calculated the UV wavenumbers of 3,3'-disubstituted stilbenes, and the calculated wavenumbers are in good agreement with the experimental values. These results verified that the excited-state substituent constants sCCmex of meta-substituent are reliable parameter to scale the effect of meta-substituent on the UV absorption energy. Copyright (c) 2012 John Wiley & Sons, Ltd.

引用

页码：1315 / 1320

页数：6

共 43 条

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