Dioxamethylene intramolecular bridging of p-tert-butylcalix[8]arene

被引:2
|
作者
Troisi, F [1 ]
Gaeta, C [1 ]
Neri, P [1 ]
机构
[1] Univ Salerno, Dipartimento Chim, I-84081 Baronissi, Italy
关键词
calixarenes; calix[8]arenes; intramolecular bridging; dioxamethylene-bridged; lower rim; alkylation;
D O I
10.1016/j.tetlet.2005.09.054
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first examples of dioxamethylene bridged calix[8]arenes 2-6 have been obtained by Cs2CO3-promoted direct O-alkylation of p-tert-butylcalix[8]arene with BrCH2Cl. Assignment of the 1,2-, 1,2:3,4-, 1,2:3,4:6,7-, 1,4:2,3:5,6:7,8-, and 1,2:3,4:5,6:7,8-bridging pattern of 2-6, respectively, was mainly based on chemical shift of OH groups and chemical correlations. Dynamic H-1 NMR studies and MM3 calculations indicated that in these compounds the dioxocine subunit adopts a boat-chair conformation. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8041 / 8045
页数:5
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