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

Noel Pairault; Jochen Niemeyer

doi:10.1055/s-0036-1591934

Synlett, Inhaltsverzeichnis

Synlett 2018; 29(06): 689-698
DOI: 10.1055/s-0036-1591934

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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

,

Jochen Niemeyer *

Institute of Organic Chemistry, Department of Chemistry, University of Duisburg-Essen, Universitätsstrasse 7, 45141 Essen, Germany eMail: jochen.niemeyer@uni-due.de

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Abstract

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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

Key words

interlocked molecules - rotaxanes - catenanes - molecular knots - chirality - asymmetric catalysis - chemosensing - host-guest systems

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Referenzen

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