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Issue 56, 2019
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Adjustable chiral self-sorting and self-discriminating behaviour between diamond-like Tröger's base-linked cryptands

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Abstract

Two isomers of Tröger's base-linked cryptands 5a and 5b were synthesized, and both of them have two chiral N-centers, exhibiting rare diamond-like scaffolds. Particularly, when growing from the solution of rac-5a, a single enantiomer RNRN-5a was found in the crystal cell, revealing chiral self-sorting behaviour. However, when adding CF3COOH to protonate Tröger's base in the solution of rac-5a, two enantiomers were both formed in pairs in the crystal cell, exhibiting chiral self-discriminating behaviour.

Graphical abstract: Adjustable chiral self-sorting and self-discriminating behaviour between diamond-like Tröger's base-linked cryptands

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Submitted
11 May 2019
Accepted
18 Jun 2019
First published
18 Jun 2019

Chem. Commun., 2019,55, 8072-8075
Article type
Communication

Adjustable chiral self-sorting and self-discriminating behaviour between diamond-like Tröger's base-linked cryptands

Y. Chen, C. Qian, Q. Zhao, M. Cheng, X. Dong, Y. Zhao, J. Jiang and L. Wang, Chem. Commun., 2019, 55, 8072
DOI: 10.1039/C9CC03577J

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