Synthesis of biscalix[4]arene with enhanced binding ability to a cationic guest

被引:15
作者
Araki, K
Watanabe, T
Oda, M
Hayashida, H
Yasutake, M
Shinmyozu, T
机构
[1] Kyushu Inst Technol, Dept Appl Chem, Tobata Ku, Kitakyushu, Fukuoka 8048550, Japan
[2] Kyushu Univ, Inst Fundamental Res Organ Chem, Higashi Ku, Fukuoka 8128581, Japan
关键词
calixarenes; cation-pi interaction; host-guest complexation;
D O I
10.1016/S0040-4039(01)01577-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The biscalix[4]arene showed remarkably enhanced inclusion ability Cor the N-methylpyridinium ion due to the increasing pi -basicity of the benzene rings, which interact with the guest in an edge-to-face manner, in calix[4]arene skeletons. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7465 / 7468
页数:4
相关论文
共 15 条
[1]   Guest inclusion properties of a novel cage molecule composed of two calix[4]arenes [J].
Araki, K ;
Hayashida, H .
TETRAHEDRON LETTERS, 2000, 41 (08) :1209-1213
[2]   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
[3]  
ARAKI K, 1993, TETRAHEDRON LETT, V34, P9294
[4]   SELECTIVE FORMYLATION OF CALIX[4]ARENES AT THE UPPER RIM AND SYNTHESIS OF NEW CAVITANDS [J].
ARDUINI, A ;
MANFREDI, G ;
POCHINI, A ;
SICURI, AR ;
UNGARO, R .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (14) :936-937
[5]   THE SYNTHESIS OF DOUBLE-CALIXARENES [J].
BOHMER, V ;
GOLDMANN, H ;
VOGT, W ;
VICENS, J ;
ASFARI, Z .
TETRAHEDRON LETTERS, 1989, 30 (11) :1391-1394
[6]  
Gutsche C.D., 1998, CALIXARENES REVISITE
[7]   Bis-calix[4]arenes with imine linkages: synthesis and binding study of thiopheno bis-calix[4]arene with viologens [J].
Hwang, GT ;
Kim, BH .
TETRAHEDRON LETTERS, 2000, 41 (31) :5917-5921
[8]   Inclusion of [60]fullerene in a homooxacalix[3]arene-based dimeric capsule cross-linked by a PdII-pyridine interaction [J].
Ikeda, A ;
Yoshimura, M ;
Udzu, H ;
Fukuhara, C ;
Shinkai, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (17) :4296-4297
[9]   Synthesis and conformational analysis of extended calix[4]arenes and a doubly bridged bis-calix[4]arene [J].
Jorgensen, M ;
Larsen, M ;
SommerLarsen, P ;
Petersen, WB ;
Eggert, H .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (19) :2851-2855
[10]   The cation-pi interaction [J].
Ma, JC ;
Dougherty, DA .
CHEMICAL REVIEWS, 1997, 97 (05) :1303-1324