Chemical On/Off Switching of Mechanically Planar Chirality and Chiral Anion Recognition in a [2]Rotaxane Molecular Shuttle

被引：94

作者：

Corra, Stefano ^{[1
]}

de Vet, Christiaan ^{[1
]}

Groppi, Jessica ^{[1
]}

La Rosa, Marcello ^{[1
]}

Silvi, Serena ^{[2
]}

Baroncini, Massimo ^{[1
,3
]}

Credi, Alberto ^{[1
,3
]}

机构：

[1] Univ Bologna, Dipartimento Sci & Tecnol Agroalimentari, CLAN, Via Gobetti 101, I-40129 Bologna, Italy

[2] Univ Bologna, Dipartimento Chim G Ciamician, Via Selmi 2, I-40126 Bologna, Italy

[3] CNR, Ist Sintesi Organ & Fotoreattivita, Via Gobetti 101, I-40129 Bologna, Italy

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2019年 / 141卷 / 23期

基金：

欧洲研究理事会;

关键词：

RESOLUTION; ROTAXANES; DRIVEN; MOTORS;

D O I：

10.1021/jacs.9b00941

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We exploit a reversible acid base triggered molecular shuttling process to switch an appropriately designed rotaxane between prochiral and mechanically planar chiral forms. The mechanically planar enantiomers and their interconversion, arising from ring shuttling, have been characterized by NMR spectroscopy. We also show that the supramolecular interaction of the positively charged rotaxane with optically active anions causes an imbalance in the population of the two enantiomeric coconformations. This result represents an unprecedented example of chiral molecular recognition and can disclose innovative approaches to enantioselective sensing and catalysis.

引用

页码：9129 / 9133

页数：5

共 49 条

[1] A MOLECULAR SHUTTLE [J].