Molecular receptor for binding quaternary ammonium salts and a large anion effect on the complexation

被引：32

作者：

Jeong, KS ^{[1
]}

Hahn, KM ^{[1
]}

Cho, YL ^{[1
]}

机构：

[1] Yonsei Univ, Dept Chem, Seoul 120749, South Korea

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 22期

关键词：

D O I：

10.1016/S0040-4039(98)00615-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An acyclic receptor 1 with a binding cavity surrounded by electron-rich aryl surfaces has been synthesized for binding quaternary ammonium salts through cation-pi interactions. The association constants of the receptor 1 with salts in CDCl3 depend on the anions due to the hydrogen bonds between the exchangeable protons in the receptor 1 and anions. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：3779 / 3782

页数：4

相关论文

共 23 条

[1] CATION-PI INTERACTIONS IN CALIX[4]ARENE-BASED HOST MOLECULES - WHAT KIND OF CAVITY-SHAPE IS FAVORED FOR THE CATION-BINDING [J].

ARAKI, K ;

SHIMIZU, H ;

SHINKAI, S .

CHEMISTRY LETTERS, 1993, (02) :205-208

[2] Rigid cone calix[4]arenes as pi-donor systems: Complexation of organic molecules and ammonium ions in organic media [J].

Arduini, A ;

McGregor, WM ;

Paganuzzi, D ;

Pochini, A ;

Secchi, A ;

Ugozzoli, F ;

Ungaro, R .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1996, (05) :839-846

[3] Cation-pi interactions between neutral calix[5]arene hosts and cationic organic guests [J].

Arnecke, R ;

Bohmer, V ;

Cacciapaglia, R ;

Cort, AD ;

Mandolini, L .

TETRAHEDRON, 1997, 53 (13) :4901-4908

[4]

BEER PD, 1996, J CHEM SOC CHEM COMM, P689

[5] Cyclophanes as neutral receptors for quaternary ammonium and iminium cations in chloroform solution [J].

Cattani, A ;

Cort, AD ;

Mandolini, L .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (25) :8313-8314

[6]

CORRORS KA, 1984, BINDING CONSTANTS, P24

[7] DOUBLY BRIDGED TETRAHOMODIOXACALIX[4]ARENES - SYNTHESIS AND COMPLEXATION OF QUATERNARY AMMONIUM-IONS [J].

DEIASI, G ;

MASCI, B .

TETRAHEDRON LETTERS, 1993, 34 (41) :6635-6638

[8] A STEPWISE SYNTHESIS OF FUNCTIONALIZED CALIX[4]ARENES AND A CALIX[6]ARENE WITH ALTERNATE ELECTRON-WITHDRAWING SUBSTITUENTS [J].

DEMENDOZA, J ;

NIETO, PM ;

PRADOS, P ;

SANCHEZ, C .

TETRAHEDRON, 1990, 46 (02) :671-682

[9]

DHAENENS M, 1991, NEW J CHEM, V15, P873

[10] Cation-pi interactions in chemistry and biology: A new view of benzene, Phe, Tyr, and Trp [J].

Dougherty, DA .

SCIENCE, 1996, 271 (5246) :163-168