Substituent effects on cation-π interactions:: A quantitative study

被引：112

作者：

Hunter, CA ^{[1
]}

Low, CMR

Rotger, C

Vinter, JG

Zonta, C

机构：

[1] Univ Sheffield, Dept Chem, Ctr Chem Biol, Krebs Inst Biomolec Sci, Sheffield S3 7HF, S Yorkshire, England

[2] James Black Fdn, Dulwich SE24 9JE, England

来源：

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA | 2002年 / 99卷 / 08期

关键词：

D O I：

10.1073/pnas.072647899

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

A synthetic supramolecular complex has been adapted to quantify cation-pi, interactions in chloroform by using chemical double-mutant cycles. The interaction of a pyridinium cation with the pi-face of an aromatic ring is found to be very sensitive to the pi-electron density. Electron-donating substituents lead to a strong attractive interaction (-8 kJ/mol(-1)), but electron-withdrawing groups lead to a repulsive interaction (+2 kJ/mol(-1)).

引用

页码：4873 / 4876

页数：4

共 27 条

[1] Chemical double-mutant cycles for the measurement of weak intermolecular interactions: Edge-to-face aromatic interactions [J].