Helix stabilization through pyridinium-π interactions

被引:30
作者
Heemstra, JM
Moore, JS
机构
[1] Univ Illinois, Dept Chem, Urbana, IL 61801 USA
[2] Univ Illinois, Dept Mat Sci & Engn, Urbana, IL 61801 USA
关键词
D O I
10.1039/b405980h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Intramolecular cation-pi interactions between a methyl pyridinium ion and a phenyl ring stabilize the folded structure of a phenyleneethynylene oligomer.
引用
收藏
页码:1480 / 1481
页数:2
相关论文
共 18 条
[1]  
BLACHLY RA, 2003, J ORG CHEM, V68, P8780
[2]  
Flory P J., PRINCIPLES POLYM CHE
[3]   Folding-promoted methylation of a helical DMAP analogue [J].
Heemstra, JM ;
Moore, JS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (06) :1648-1649
[4]   Pyridine-containing m-phenylene ethynylene oligomers having tunable basicities [J].
Heemstra, JM ;
Moore, JS .
ORGANIC LETTERS, 2004, 6 (05) :659-662
[5]   Helicogenicity of solvents in the conformational equilibrium of oligo(m-phenylene ethynylene)s:: Implications for foldamer research [J].
Hill, DJ ;
Moore, JS .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2002, 99 (08) :5053-5057
[6]   Quantification of functional group interactions in transition states [J].
Hunter, CA ;
Low, CMR ;
Vinter, JG ;
Zonta, C .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (33) :9936-9937
[7]   Substituent effects on cation-π interactions:: A quantitative study [J].
Hunter, CA ;
Low, CMR ;
Rotger, C ;
Vinter, JG ;
Zonta, C .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2002, 99 (08) :4873-4876
[8]   Nonenzymatic kinetic resolution of racemic alcohols through an ''induced fit'' process [J].
Kawabata, T ;
Nagato, M ;
Takasu, K ;
Fuji, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (13) :3169-3170
[9]   MOLECULAR RECOGNITION IN AQUEOUS-MEDIA - NEW BINDING-STUDIES PROVIDE FURTHER INSIGHTS INTO THE CATION-PI INTERACTION AND RELATED PHENOMENA [J].
KEARNEY, PC ;
MIZOUE, LS ;
KUMPF, RA ;
FORMAN, JE ;
MCCURDY, A ;
DOUGHERTY, DA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (22) :9907-9919
[10]  
Lamsa M, 1998, CHEM-EUR J, V4, P84