Switching and Extension of a [c2]Daisy-Chain Dimer Polymer

被引：127

作者：

Clark, Paul G. ^{[1
]}

Day, Michael W. ^{[1
]}

Grubbs, Robert H. ^{[1
]}

机构：

[1] CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 38期

基金：

美国国家科学基金会;

关键词：

OLEFIN METATHESIS CATALYSTS; DYNAMIC COVALENT CHEMISTRY; INTERLOCKED MOLECULES; THERMODYNAMIC CONTROL; DIRECTED SYNTHESIS; BETA-CYCLODEXTRIN; CHAIN; TEMPLATE; COMPLEXATION; CATENANES;

D O I：

10.1021/ja905924u

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report the synthesis of a [c2]daisy-chain dimer via ruthenium-catalyzed ring-closing olefin metathesis. Confirmation of the interlocked nature of the structure was achieved through single-crystal X-ray diffraction analysis. The dimer could be readily switched from the bound to the unbound conformation by treatment with 3.0 equiv of KOH and subsequently reprotonated by treatment with 3.0 equiv of HPF6. Azide functionalization of the dimer enabled incorporation in linear step-growth polymer chains using the alkyne-azide "click" reaction. Get permeation chromatography coupled with multiangle laser light scattering analysis showed the polymers contained 22 dimers and had a radius of gyration of 14.8 nm. Acylation of the amines of the dimers sterically forced elongation of the interlocked units, and MALLS analysis of the polymer showed a 48% increase in the R-s (21.4 nm).

引用

页码：13631 / +

页数：4

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