ARENE ARENE INTERACTIONS - ELECTROSTATIC OR CHARGE-TRANSFER

被引:375
作者
HUNTER, CA
机构
[1] Department of Chemistry, University of Sheffield, Sheffield
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1993年 / 32卷 / 11期
关键词
D O I
10.1002/anie.199315841
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Noncovalent interactions between π systems are determined by electrostatic factors, as Cozzi, Siegel, et al. have recently shown: thus, interactions between two aromatic rings in a face‐to‐face stacked geometry (see below) are most favorable when both rings have acceptor substituents A, and least favorable when both have donor substituents D. This implies that charge transfer or electron donor acceptor effects are negligible. (Figure Presented.) Copyright © 1993 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:1584 / 1586
页数:3
相关论文
共 12 条
[1]   DIMERIZATION ENERGETICS OF BENZENE AND AROMATIC AMINO-ACID SIDE-CHAINS [J].
BURLEY, SK ;
PETSKO, GA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (25) :7995-8001
[2]   POLAR/PI INTERACTIONS BETWEEN STACKED ARYLS IN 1,8-DIARYLNAPHTHALENES [J].
COZZI, F ;
CINQUINI, M ;
ANNUNZIATA, R ;
DWYER, T ;
SIEGEL, JS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (14) :5729-5733
[3]   DOMINANCE OF POLAR/PI OVER CHARGE-TRANSFER EFFECTS IN STACKED PHENYL INTERACTIONS [J].
COZZI, F ;
CINQUINI, M ;
ANNUZIATA, R ;
SIEGEL, JS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (12) :5330-5331
[4]   CYCLOPHANE ARENE INCLUSION COMPLEXATION IN PROTIC SOLVENTS - SOLVENT EFFECTS VERSUS ELECTRON-DONOR ACCEPTOR INTERACTIONS [J].
FERGUSON, SB ;
SANFORD, EM ;
SEWARD, EM ;
DIEDERICH, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (14) :5410-5419
[5]   THE NATURE OF PI-PI INTERACTIONS [J].
HUNTER, CA ;
SANDERS, JKM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (14) :5525-5534
[6]   SEQUENCE-DEPENDENT DNA-STRUCTURE - THE ROLE OF BASE STACKING INTERACTIONS [J].
HUNTER, CA .
JOURNAL OF MOLECULAR BIOLOGY, 1993, 230 (03) :1025-1054
[7]   AROMATIC AROMATIC INTERACTIONS IN MOLECULAR RECOGNITION - A FAMILY OF ARTIFICIAL RECEPTORS FOR THYMINE THAT SHOWS BOTH FACE-TO-FACE AND EDGE-TO-FACE ORIENTATIONS [J].
MUEHLDORF, AV ;
VANENGEN, D ;
WARNER, JC ;
HAMILTON, AD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (19) :6561-6562
[8]  
RIGBY M, 1986, FORCES MOLECULES
[9]   DIRECTIONALITY OF THE CATION-PI EFFECT - A CHARGE-MEDIATED SIZE-SELECTIVITY IN BINDING [J].
SCHWABACHER, AW ;
ZHANG, SH ;
DAVY, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (15) :6995-6996
[10]   STRENGTH OF MOLECULAR COMPLEXATION OF APOLAR SOLUTES IN WATER AND IN ORGANIC-SOLVENTS IS PREDICTABLE BY LINEAR FREE-ENERGY RELATIONSHIPS - A GENERAL-MODEL FOR SOLVATION EFFECTS ON APOLAR BINDING [J].
SMITHRUD, DB ;
DIEDERICH, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (01) :339-343