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Synthesis of β-cydodextrin derivatives functionalized with azobenzene

被引：28
|
作者：
Casas-Solvas, Juan M. [1 ]
Martos-Maldonado, Manuel C. [1 ]
Vargas-Berenguel, Antonio [1 ]
机构：
[1] Univ Almeria, Area Quim Organ, Almeria 04120, Spain
来源：
TETRAHEDRON | 2008年 / 64卷 / 48期
关键词：
D O I：
10.1016/j.tet.2008.08.098
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Two approaches for the synthesis of beta-cyclodextrin and bis(beta-cyclodextrin) bearing azobenzene on the primary face are reported. First, the nucleophilic substitution of mono-6-tosyl-beta-cyclodextrin by azobenzene anion derivatives was reinvestigated and found to produce mono-3,6-anhydro-beta-cyclodextrin as a side product. A slight modification of the reported reaction conditions including the use of Cs2CO3 led to a substantial improvement of the yields. In addition, a convenient method based on the application of click chemistry led to 1,2,3-triazole-linked azobenzene-cyclodextrin derivatives in good yields. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：10919 / 10923
页数：5
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