A library of vinyl phosphonate anions dimerize with cyanostars, form supramolecular polymers and undergo statistical sorting,Chemical Science

当前位置： X-MOL 学术 › Chem. Sci. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

A library of vinyl phosphonate anions dimerize with cyanostars, form supramolecular polymers and undergo statistical sorting
Chemical Science ( IF 7.6 ) Pub Date : 2023-11-29 , DOI: 10.1039/d3sc03685e
Yusheng Chen ₁ , Anastasia Kuvayskaya ₂ , Maren Pink ₁ , Alan Sellinger _{2,

3} , Amar H Flood ₁

Affiliation

Supramolecular dimers are elementary units allowing the build-up of multi-molecule architectures. New among these are cyanostar-stabilized dimers of phosphate and phosphonate anions. While the anion dimerization at the heart of these assemblies is reliable, the covalent synthesis leading to this class of designer anions serves as a bottleneck in the pathway to supramolecular assemblies. Herein, we demonstrate the reliable synthesis of 14 diverse anionic monomers by Heck coupling between vinyl phosphonic acid and aryl bromide compounds. When this synthesis is combined with reliable anion dimerization, we show formation of supramolecular dimers and polymers by co-assembly with cyanostar macrocycles. The removal of the covalent bottleneck opened up a seamless synthetic route to iterate through three monomers affording the solubility needed to characterize the mechanism of supramolecular polymerization. We also test the idea that the small size of these vinyl phosphonates provide identical dimer stabilities across the library by showing how mixtures of anions undergo statistical (social) self-sorting. We exploit this property by preparing soluble copolymers from the mixing of different monomers. This multi-anion assembly shows the utility of a library for programming properties.

中文翻译：

乙烯基膦酸阴离子库与氰星二聚，形成超分子聚合物并进行统计排序

超分子二聚体是允许构建多分子结构的基本单元。其中的新产品是氰星稳定的磷酸根和膦酸根阴离子二聚体。虽然这些组装体核心的阴离子二聚化是可靠的，但产生此类设计阴离子的共价合成是超分子组装体途径中的瓶颈。在此，我们证明了通过乙烯基膦酸和芳基溴化合物之间的 Heck 偶联可以可靠地合成 14 种不同的阴离子单体。当这种合成与可靠的阴离子二聚化相结合时，我们通过与cyanostar大环共组装展示了超分子二聚体和聚合物的形成。共价瓶颈的消除开辟了一条无缝合成路线，可迭代三种单体，提供表征超分子聚合机制所需的溶解度。我们还通过展示阴离子混合物如何进行统计（社会）自排序来测试这些乙烯基膦酸盐的小尺寸在整个库中提供相同的二聚体稳定性的想法。我们通过混合不同单体制备可溶性共聚物来利用这一特性。该多阴离子组件展示了用于编程属性的库的实用性。

更新日期：2023-11-29

点击分享查看原文

点击收藏

公开下载

阅读更多本刊新发论文本刊介绍/投稿指南