Regioselective upper-rim functionalizations of calix[4]arene by diphenylphosphino groups

被引：27

作者：

Gagnon, J ^{[1
]}

Vézina, M ^{[1
]}

Drouin, M ^{[1
]}

Harvey, PD ^{[1
]}

机构：

[1] Univ Sherbrooke, Dept Chim, Sherbrooke, PQ J1K 2R1, Canada

来源：

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 2001年 / 79卷 / 10期

关键词：

calix[4]arenes; phosphine; upper-rim; X-ray structure; transesterification;

D O I：

10.1139/cjc-79-10-1439

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The regioselective upper-rim functionalization of calix[4]arene have been performed to prepare all the multisubstituted diphenylphosphine derivatives. In addition, the X-ray structures of 5,17-dibromo-11,23-bis(diphenylphosphino)-25,26,27,28-tetra-n-propoxycalix[4]arene and 5,11,17,23-tetrakis(diphenylphosphino)-25,26,27,28-tetra-i-propoxy-calix[4]arene have been determined. Regioselective functionalizations have been achieved using methods that involve appropriate choices of bases, alkyllithium-solvent systems, stoichiometry, and reaction times. A new and convenient method for selectively preparing derivitized calix[4]arenes at proximal positions in relative large scale quantity has been developed and involves a transesterification of the distal diester derivative into the proximal isomer.

引用

页码：1439 / 1446

页数：8

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