NOVEL CONFORMATIONAL ISOMERISM OF WATER-SOLUBLE CALIX[4]ARENES

被引:49
作者
NAGASAKI, T [1 ]
SISIDO, K [1 ]
ARIMURA, T [1 ]
SHINKAI, S [1 ]
机构
[1] KYUSHU UNIV,FAC ENGN,DEPT ORGAN SYNTH,FUKUOKA 812,JAPAN
关键词
D O I
10.1016/S0040-4020(01)88184-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The conformer distribution of 5,11,17,23-tetrasulfonato-25,26,27,28-tetramethoxycalix[4]arene (1) and 5,11,17,23-tetrakis(trimethylammoniomethyl)-25,26,27,28-tetramethoxycalix[4]arene (2) was estimated in an aqueous system. Surprisingly, these calix[4]arenes adopt a 1.3-alternate conformation which has never been found as a major species in organic solvents but has been predicted to be most stable on the basis of computational studies.
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收藏
页码:797 / 804
页数:8
相关论文
共 11 条
[1]   CHLOROMETHYLATION OF CALIXARENES AND SYNTHESIS OF NEW WATER-SOLUBLE MACROCYCLIC HOSTS [J].
ALMI, M ;
ARDUINI, A ;
CASNATI, A ;
POCHINI, A ;
UNGARO, R .
TETRAHEDRON, 1989, 45 (07) :2177-2182
[2]   ON THE CONFORMATIONAL ISOMERS IN TETRA-O-ALKYLCALIX[4]ARENES [J].
ARAKI, K ;
IWAMOTO, K ;
SHINKAI, S ;
MATSUDA, T .
CHEMISTRY LETTERS, 1989, (10) :1747-1750
[3]   SELECTIVE 1,2-FUNCTIONALIZATION OF CALIX[4]ARENES AT THE LOWER RIM - SYNTHESIS OF A NEW TYPE OF BIS-CALIXCROWN ETHER [J].
ARDUINI, A ;
CASNATI, A ;
DODI, L ;
POCHINI, A ;
UNGARO, R .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (22) :1597-1598
[4]   HOST GUEST PROPERTIES OF NEW WATER-SOLUBLE CALIXARENES DERIVED FROM PARA-(CHLOROMETHYL)CALIXARENES [J].
ARIMURA, T ;
NAGASAKI, T ;
SHINKAI, S ;
MATSUDA, T .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (16) :3766-3768
[5]  
ATWOOD JL, 1991, TOP INCLUSION SCI, V3, P199
[6]  
GROOTENKUIS PDJ, 1990, J AM CHEM SOC, V112, P4164
[7]   CALIXARENES-9 - CONFORMATIONAL ISOMERS OF THE ETHERS AND ESTERS OF CALIX[4]ARENES [J].
GUTSCHE, CD ;
DHAWAN, B ;
LEVINE, JA ;
NO, KH ;
BAUER, LJ .
TETRAHEDRON, 1983, 39 (03) :409-426
[8]  
IWAMOTO K, 1991, J ORG CHEM, V56, P5955
[9]  
REINHOUDT, 1991, J AM CHEM SOC, V113, P2385
[10]   CONE - PARTIAL CONE ISOMERISM IN TETRAMETHOXY-PARA-TERT-BUTYLCALIX[4]ARENE - NOVEL SOLVENT EFFECTS AND METAL TEMPLATE EFFECTS [J].
SHINKAI, S ;
IWAMOTO, K ;
ARAKI, K ;
MATSUDA, T .
CHEMISTRY LETTERS, 1990, (08) :1263-1266