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四苯乙烯衍生物、γ-CD 和水溶性杯[5]芳烃共组装诱导的化学计量控制手性。

Stoichiometry-Controlled Chirality Induced by Co-assembly of Tetraphenylethylene Derivative, γ-CD, and Water-Soluble Pillar[5]arene.

机构信息

Key Laboratory of Mesoscopic Chemistry of MOE, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China.

School of Earth Science and Engineering, Nanjing University, Nanjing 210023, China.

出版信息

ACS Appl Bio Mater. 2021 Mar 15;4(3):2066-2072. doi: 10.1021/acsabm.0c01100. Epub 2020 Oct 8.

Abstract

A stoichiometry-controlled chirality induction was successfully achieved through coassemblies of amphiphilic tetraphenylethylene derivative , γ-cyclodextrin (γ-), and water-soluble pillar[5]arene in aqueous solution. Stoichiometric variation of was found to be an effective strategy to induce topological transition between the pseudo[4]rotaxane and the vesicular form. Interestingly, the formation of pseudo[4]rotaxane triggered dual chirality induction from chiral γ- to (negative ICD), and then, to dynamically racemic (positive ICD), whereas both ICD and ICD were silent in the vesicular form.

摘要

通过两亲性四苯乙烯衍生物[1],γ-环糊精(γ-),和水溶性[2]柱芳烃在水溶液中共组装,成功地实现了化学计量控制的手性诱导。发现[1]的化学计量变化是诱导假[4]轮烷和囊泡形式之间拓扑转变的有效策略。有趣的是,假[4]轮烷的形成引发了从手性γ-到[1](负 ICD),然后到动态外消旋[1](正 ICD)的双重手性诱导,而在囊泡形式中 ICD 和 ICD 都没有。

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