A Modular Approach to Functionalized and Expanded Crown Ether Based Macrocycles Using Click Chemistry

被引:92
|
作者
Binauld, Sandra [1 ]
Hawker, Craig J. [2 ]
Fleury, Etienne [1 ]
Drockenmuller, Eric [1 ]
机构
[1] Univ Lyon 1, INSA Lyon Ingn Mat Polymeres, CNRS, UMR 5223, F-69622 Villeurbanne, France
[2] Univ Calif Santa Barbara, Dept Mat, Santa Barbara, CA 93106 USA
关键词
click chemistry; copper; cyclization; iterative strategies; macrocycles; AZIDE-ALKYNE CYCLOADDITION; STEP-GROWTH POLYMERIZATION; PEPTIDE-BASED POLYMERS; SOLID-PHASE; 1,3-DIPOLAR CYCLOADDITIONS; RAFT POLYMERIZATION; MATERIALS SCIENCE; BLOCK-COPOLYMERS; TERMINAL ALKYNES; CYCLIC-PEPTIDES;
D O I
10.1002/anie.200903156
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Tailored handcuffs: α-Azide-ω-alkyne oligomers are obtained in high yields from copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC), iterative chain growth, and protection-deprotection strategies. Intramolecular CuAAC under pseudo-high-dilution conditions then yields macrocycles with n=1-8 triazole units in the cyclic backbone (picture shows n=2; C gray, O red, N blue, H white). © 2009 Wiley-VCH Verlag GmbH & Co. KCaA.
引用
收藏
页码:6654 / 6658
页数:5
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