Synthesis, structure, and redox properties of a quinone-bridged calix[6]arene

被引:14
作者
Akine, S [1 ]
Goto, K [1 ]
Kawashima, T [1 ]
机构
[1] Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
关键词
benzoquinones; calixarenes; electrochemistry; X-ray crystal structures;
D O I
10.1016/S0040-4039(99)02171-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The bridged calix[6]arene 1, where a 1,4-benzoquinone moiety is covalently anchored in the cavity of the calix[6]arene macrocycle with a rigid cone conformation, was synthesized and its structure was determined by X-ray analysis. The cyclic voltammogram showed that the reduction potential of 1 is negatively shifted in comparison with the reference compounds without the calixarene macrocycle, whose shift can be explained in terms of the interaction between the quinone moiety and the oxygen atoms at the lower rim of the calixarene framework. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:897 / 901
页数:5
相关论文
共 19 条
[1]   Different aggregating properties of two conformationally frozen isomers of a water-soluble bridged calix[6]arene [J].
Akine, S ;
Goto, K ;
Kawashima, T ;
Okazaki, R .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1999, 72 (12) :2781-2783
[2]  
AKINE S, IN PRESS J INCL PHEN
[3]   Importance of intramolecular hydrogen bonding for preorganization and binding of molecular guests by water-soluble calix[6]arene hosts [J].
Alvarez, J ;
Wang, Y ;
Gómez-Kaifer, M ;
Kaifer, AE .
CHEMICAL COMMUNICATIONS, 1998, (14) :1455-1456
[4]  
CASNATI A, 1993, RECL TRAV CHIM PAY B, V112, P384
[5]  
CHAMBERS JQ, 1974, CHEM QUINONOID COMPO, pCH14
[6]  
Cram D. J., 1994, MONOGRAPHS SUPRAMOLE
[7]  
Gutsche C.D., 1989, MONOGRAPHS SUPRAMOLE
[8]  
Gutsche C. D, 1998, MONOGRAPHS SUPRAMOLE
[9]  
GUTSCHE CD, 1991, CALIXARENES VERSATIL
[10]   SYNTHESES AND CRYSTAL-STRUCTURE OF CALIX [4]QUINONE [J].
MORITA, Y ;
AGAWA, T ;
KAI, Y ;
KANEHISA, N ;
KASAI, N ;
NOMURA, E ;
TANIGUCHI, H .
CHEMISTRY LETTERS, 1989, (08) :1349-1352