Anion-arene adducts:: C-H hydrogen bonding, anion-π interaction, and carbon bonding motifs

被引:355
作者
Hay, Benjamin P. [1 ]
Bryantsev, Vyacheslav S. [2 ]
机构
[1] Oak Ridge Natl Lab, Div Chem Sci, Oak Ridge, TN 37831 USA
[2] CALTECH, Mat & Proc Simulat Ctr, Div Chem & Chem Engn, Pasadena, CA 91125 USA
关键词
D O I
10.1039/b800055g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This article summarizes experimental and theoretical evidence for the existence of four distinct binding modes for complexes of anions with charge-neutral arenes. These include C-H hydrogen bonding and three motifs involving the arene-pi system-the noncovalent anion-pi interaction, weakly covalent sigma interaction, and strongly covalent sigma interaction.
引用
收藏
页码:2417 / 2428
页数:12
相关论文
共 111 条
[31]   Synthetic receptors for carboxylic acids and carboxylates [J].
Fitzmaurice, RJ ;
Kyne, GM ;
Douheret, D ;
Kilburn, JD .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2002, (07) :841-864
[32]   HYDROGEN-BONDING OF O-H AND C-H HYDROGEN DONORS TO CL- - RESULTS FROM MASS-SPECTROMETRIC MEASUREMENTS OF THE ION-MOLECULE EQUILIBRIA RH + CL- = RHCL- [J].
FRENCH, MA ;
IKUTA, S ;
KEBARLE, P .
CANADIAN JOURNAL OF CHEMISTRY, 1982, 60 (15) :1907-1918
[33]   Anion-π interactions in cyanuric acids:: A combined crystallographic and computational study [J].
Frontera, A ;
Saczewski, F ;
Gdaniec, M ;
Dziemidowicz-Borys, E ;
Kurland, A ;
Deyà, PM ;
Quiñonero, D ;
Garau, C .
CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (22) :6560-6567
[34]   MP2 study of cooperative effects between cation-π, anion-π and π-π interactions [J].
Frontera, Antonio ;
Quinonero, David ;
Costa, Antoni ;
Ballester, Pablo ;
Deya, Pere M. .
NEW JOURNAL OF CHEMISTRY, 2007, 31 (04) :556-560
[35]   Anion receptor chemistry: highlights from 1999 [J].
Gale, PA .
COORDINATION CHEMISTRY REVIEWS, 2001, 213 :79-128
[36]   Anion coordination and anion-directed assembly: highlights from 1997 and 1998 [J].
Gale, PA .
COORDINATION CHEMISTRY REVIEWS, 2000, 199 :181-233
[37]   Anion and ion-pair receptor chemistry: highlights from 2000 and 2001 [J].
Gale, PA .
COORDINATION CHEMISTRY REVIEWS, 2003, 240 (1-2) :191-221
[38]   Anion receptors based on organic frameworks:: highlights from 2005 and 2006 [J].
Gale, Philip A. ;
Garcia-Garrido, Sergio E. ;
Garric, Joachim .
CHEMICAL SOCIETY REVIEWS, 2008, 37 (01) :151-190
[39]   Structural and molecular recognition studies with acyclic anion receptors [J].
Gale, Philip A. .
ACCOUNTS OF CHEMICAL RESEARCH, 2006, 39 (07) :465-475
[40]   Anion binding involving π-acidic heteroaromatic rings [J].
Gamez, Patrick ;
Mooibroek, Tiddo J. ;
Teat, Simon J. ;
Reedijk, Jan .
ACCOUNTS OF CHEMICAL RESEARCH, 2007, 40 (06) :435-444