Difference in pi-electron delocalization for monosubstituted olefinic and aromatic systems

被引：13

作者：

Siodla, T. ^{[1
]}

Szatylowicz, H. ^{[2
]}

Varaksin, K. S. ^{[3
]}

Krygowski, T. M. ^{[4
]}

机构：

[1] Adam Mickiewicz Univ, Fac Chem, Umultowska 89b, PL-61614 Poznan, Poland

[2] Warsaw Univ Technol, Fac Chem, Noakowskiego 3, PL-00664 Warsaw, Poland

[3] JSC, Omsk, Russia

[4] Warsaw Univ, Dept Chem, Pasteura 1, PL-02093 Warsaw, Poland

来源：

RSC ADVANCES | 2016年 / 6卷 / 99期

关键词：

INTRAMOLECULAR INTERACTIONS; SUBSTITUENT;

D O I：

10.1039/c6ra20163f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Application of HOMA (Harmonic Oscillator Model of Aromaticity) to a series of monosubstituted derivatives of cyclohexa-1,3-diene (olefinic) and benzene (aromatic) revealed an increase of the pi-electron delocalization in olefinic systems and a decrease in the case of aromatic systems (in comparison to unsubstituted species). Due to the nature of the system to which the substituents are attached, the range of changes of the electron donating/attracting (ED/EA) properties of the substituents may be as large as 30% of the total variation of ED/EA properties for all substituents considered.

引用

页码：96527 / 96530

页数：4

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