New macrobicycles containing a tetralactam moiety:: Template synthesis and study of their binding with lanthanides

被引：30

作者：

Azéma, J

Galaup, C

Picard, C

Tisnès, P

Ramos, P

Juanes, O

Rodríguez-Ubis, JC

Brunet, E

机构：

[1] Univ Toulouse 3, CNRS, UA ESA 5068, F-31062 Toulouse 4, France

[2] Univ Autonoma Madrid, Dept Quim Organ, Madrid 28049, Spain

来源：

TETRAHEDRON | 2000年 / 56卷 / 17期

关键词：

cryptands; template effects; amides; lanthanides;

D O I：

10.1016/S0040-4020(00)00164-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of macrobicyclic cryptands 1, 2 from an 18-membered diazatetralactam and 6,6'-bis(bromomethyl)-2,2'-bipyridine or 2,6-bis(3-bromomethy1-1-pyrazolyl)pyridine has been investigated using various metal carbonates. The analysis of the distribution products by gel permeation chromatography showed that macrocyclization process was markedly conditioned by cation template effects. Optimum yields were obtained for Li+ and Na+ in the preparation of 1 and 2, respectively. The cryptate structure of the corresponding complexes of Ln(III) (Ln=Eu, Tb, Gd) is discussed on the basis of spectroscopic and photophysical data. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：2673 / 2681

页数：9

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