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Symmetry 2018, 10(4), 98; https://doi.org/10.3390/sym10040098

The Breaking of Symmetry Leads to Chirality in Cucurbituril-Type Hosts

Department of Chemistry and Biotechnology, School of Science, Tallinn University of Technology, Akadeemia tee 15, 12618 Tallinn, Estonia
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Received: 2 February 2018 / Revised: 19 March 2018 / Accepted: 30 March 2018 / Published: 5 April 2018
(This article belongs to the Special Issue Chiral Auxiliaries and Chirogenesis)
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Abstract

Cucurbituril-type hosts are highly symmetric, but there are means to break their symmetry. This review will present examples from three directions of induction of chirality in or by cucurbituril-type hosts: first, through the incorporation of stereogenic elements into host molecules; second, through complexation with achiral guests, which leads to axial supramolecular chirality and helical structures; third, through the formation of complexes with chiral guests in multi-molecule complexes and induction of supramolecular chirality. In addition, a list of chiral guests used in binding studies with cucurbiturils is collected. We would envision that encouraged by the outlined examples of outstanding applications of chiral cucurbituril-supramolecular systems, the boundaries of chiral applications of cucurbiturils would be widened. View Full-Text
Keywords: cucurbiturils; hemicucurbiturils; chirality; supramolecular chirality; symmetry breaking; helixes cucurbiturils; hemicucurbiturils; chirality; supramolecular chirality; symmetry breaking; helixes
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).
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Aav, R.; Mishra, K.A. The Breaking of Symmetry Leads to Chirality in Cucurbituril-Type Hosts. Symmetry 2018, 10, 98.

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