Unusual cone conformation retention in calix[4]arenes

被引:23
作者
Creaven, BS [1 ]
Deasy, M
Gallagher, JF
McGinley, J
Murray, BA
机构
[1] Inst Technol, Dept Appl Sci, Dublin 24, Ireland
[2] Inst Technol, Natl Ctr Sensor Res, Dublin 24, Ireland
[3] Dublin City Univ, Sch Chem Sci, Dublin 9, Ireland
关键词
calixarenes; X-ray crystal structure; conformation; nuclear magnetic resonance;
D O I
10.1016/S0040-4020(01)00872-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Use of a regioselective O-alkylation, C-dealkylation synthetic sequence generates an 'ABAB' calix[4]arene, 4, which contains only two upper rim t-butyl groups and yet retains the cone conformation. Further substitutions can then be carried out independently on the upper and/or lower rims of the A and/or B subunits, with retention of conformation. Complexation studies show that 4 retains its cone conformation in the presence of alkali metals from sodium to cesium. Thus 4 remains in the cone conformation in solid state, in solution and on complexation. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8883 / 8887
页数:5
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