Synthesis and properties of sulfur-bridged analogs of p-tert-butylcalix[4]arene

被引:146
作者
Sone, T
Ohba, Y
Moriya, K
Kumada, H
Ito, K
机构
[1] Dept. of Mat. Sci. and Engineering, Faculty of Engineering, Yamagata University
关键词
D O I
10.1016/S0040-4020(97)00700-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
p-tert-Butylcalix[4]arene analogs in which up to four methylene bridges were replaced by sulfur bridge(s) were synthesized. NMR studies indicated that the thiacalixarenes were conformationally much more flexible than the parent calixarene in CDCl3 solution; the flexibility was greater with increasing number of the sulfur bridge. The thiacalixarenes serve as inclusion hosts for some organic compounds, forming 2:1 (host:guest) crystalline complexes in many cases. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:10689 / 10698
页数:10
相关论文
共 18 条
[1]  
Abraham R.J., 1988, INTRO NMR SPECTROSCO
[2]   AN NMR-STUDY ON COMPLEXATION OF P-TERT-BUTYLCALIX[6]ARENE ESTER DERIVATIVES WITH ETHYLAMMONIUM PICRATE [J].
AHN, S ;
CHANG, SK ;
KIM, T ;
LEE, JW .
CHEMISTRY LETTERS, 1995, (04) :297-298
[3]   CALIXARENES .15. THE FORMATION OF COMPLEXES OF CALIXARENES WITH NEUTRAL ORGANIC-MOLECULES IN SOLUTION [J].
BAUER, LJ ;
GUTSCHE, CD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (21) :6063-6069
[4]   CALIXARENES, MACROCYCLES WITH (ALMOST) UNLIMITED POSSIBILITIES [J].
BOHMER, V .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (07) :713-745
[5]  
CASIRAGHI G, 1982, MAKROMOL CHEM, V183, P2611
[6]  
Gutsche C.D., 1989, Calixarenes
[7]   CALIXARENES .27. SYNTHESIS, CHARACTERIZATION, AND COMPLEXATION STUDIES OF DOUBLE-CAVITY CALIX[4]ARENES [J].
GUTSCHE, CD ;
SEE, KA .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (16) :4527-4539
[8]  
ITO K, 1996, TETAHEDRON LETT, V37, P3959
[9]   C-13 NMR CHEMICAL-SHIFTS - A SINGLE RULE TO DETERMINE THE CONFORMATION OF CALIX[4]ARENES [J].
JAIME, C ;
DEMENDOZA, J ;
PRADOS, P ;
NIETO, PM ;
SANCHEZ, C .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (10) :3372-3376
[10]  
KONIG B, 1995, ANGEW CHEM INT EDIT, P661