Synlett 2018; 29(06): 689-698
DOI: 10.1055/s-0036-1591934
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© Georg Thieme Verlag Stuttgart · New York

Chiral Mechanically Interlocked Molecules – Applications of Rotaxanes, Catenanes and Molecular Knots in Stereoselective Chemosensing and Catalysis

Noel Pairault
Institute of Organic Chemistry, Department of Chemistry, University of Duisburg-Essen, Universitätsstrasse 7, 45141 Essen, Germany   Email: jochen.niemeyer@uni-due.de
,
Institute of Organic Chemistry, Department of Chemistry, University of Duisburg-Essen, Universitätsstrasse 7, 45141 Essen, Germany   Email: jochen.niemeyer@uni-due.de
› Author Affiliations
Fonds der Chemischen Industrie (Liebig Fellowship for J.N.) (Li 193/02)
. German Research Foundation DFG (NI 1273/2-1).
Further Information

Publication History

Received: 22 December 2017

Accepted after revision: 19 January 2018

Publication Date:
26 February 2018 (online)


Abstract

Interlocked molecules, such as rotaxanes, catenanes, and molecular knots, offer conceptually new possibilities for the generation of chiral chemosensors and catalysts. Due to the presence of the mechanical or topological bond, interlocked molecules can be used to design functional systems with unprecedented features, such as switchability and deep binding cavities. In addition, classical elements of chirality can be supplemented with mechanical or topological chirality, which have so far only scarcely been employed as sources of chirality for stereoselective applications. This minireview discusses recent examples in this emerging area, showing that the application of chiral interlocked molecules in sensing and catalysis offers many fascinating opportunities for future research.

1 Introduction

2 Interlocked Molecules with Chiral Subcomponents

2.1 Point Chirality

2.2 Axial Chirality

3 Mechanically Chiral Interlocked Molecules

4 Topologically Chiral Interlocked Molecules

5 Outlook

 
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