Studies on calix(aza)crowns, II.: Synthesis of novel proximal doubly bridged calix[4]arenes by intramolecular ring closure of syn 1,3- and 1,2-ω-chloroalkylamides

被引:33
作者
Bitter, I [1 ]
Grün, A
Tóth, G
Balázs, B
Horváth, G
Toke, L
机构
[1] Tech Univ Budapest, Dept Organ Chem Technol, H-1521 Budapest, Hungary
[2] Tech Univ Budapest, Inst Gen & Analyt Chem, Hungarian Acad Sci, Tech Analyt Res Grp, H-1111 Budapest, Hungary
[3] Inst Drug Res, H-1325 Budapest, Hungary
基金
匈牙利科学研究基金会; 美国国家科学基金会;
关键词
D O I
10.1016/S0040-4020(98)00112-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Inherently chiral calix[4]arenes (9,10) with carboxamide bridges spanning the proximal positions on the lower rim and 18 achiral counterparts have been synthesized by double intramolecular cyclization of 7b,8b 1,3-and 17 1,2-bis-chloroalkylamides. The conformational analysis of the 1,3- and 1,2-disubstituted calixarene intermediates 5-8 and 15-17 proved an equilibrium of two distorted cone conformations. The success of ring closure was strictly dependent on the chain length of the open chain precursors. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3857 / 3870
页数:14
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