Intramolecular bridging of calix[4]arene dialdoximes

被引：4

作者：

Zajicova, Marketa ^{[1
]}

Eigner, Vaclav ^{[2
]}

Budka, Jan ^{[1
]}

Lhotak, Pavel ^{[1
]}

机构：

[1] Univ Chem & Technol Prague, Dept Organ Chem, Tech 5, Prague 16628 6, Czech Republic

[2] Univ Chem & Technol Prague, Dept Solid State Chem, Tech 5, Prague 16628 6, Czech Republic

来源：

TETRAHEDRON LETTERS | 2015年 / 56卷 / 41期

关键词：

Reductive coupling; Stereochemistiy; 1,2-Diamine; Conformation; X-ray structure; DERIVATIVES; CONE;

D O I：

10.1016/j.tetlet.2015.08.032

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel method for the intramolecular bridging of calix[4]arenes, based on the reductive coupling of dial-doximes, is described. Reaction of the distal dialdoxime, immobilized in the cone conformation, using Zn/TiCl4 afforded a calixarene with a 1,2-diaminoethane bridge and possessing mesa stereochemistry. The reaction was found to be very sensitive to the conformation of the starting calixarene as evident by the absence of similar products in the 1,3-alternate conformation. meso-Diamino-bridged calixarenes represent unique synthetic intermediates with possible application in the design of new receptors. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：5529 / 5532

页数：4

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