Issue 1, 2018

Narcissistic chiral self-sorting of molecular face-rotating polyhedra

Abstract

Narcissistic chiral self-sorting prevailed in the assembly of molecular face-rotating polyhedra from a C3h building block 5,5,10,10,15,15-hexabutyl-truxene-2,7,12-tricarbaldehyde and racemic mixtures of 1,2-diamines. Out of 124 possible stereoisomers, a pair of racemic polyhedra dominated, wherein (1R,2R)-diamines were segregated in AAAA polyhedra and (1S,2S)-diamines in CCCC polyhedra. This chiral self-sorting process is regulated by facial non-covalent interactions in the polyhedra. In contrast, D3h facial building blocks 1,3,5-tris-(4-formyl-phenyl)triazine and racemic mixtures of 1,2-diamines assembled into polyhedra without facial interactions, and their assembly process did not undergo apparent chiral self-sorting.

Graphical abstract: Narcissistic chiral self-sorting of molecular face-rotating polyhedra

Supplementary files

Article information

Article type
Communication
Submitted
07 noy 2017
Accepted
20 noy 2017
First published
27 noy 2017

Org. Biomol. Chem., 2018,16, 34-37

Narcissistic chiral self-sorting of molecular face-rotating polyhedra

X. Wang, P. Peng, W. Xuan, Y. Wang, Y. Zhuang, Z. Tian and X. Cao, Org. Biomol. Chem., 2018, 16, 34 DOI: 10.1039/C7OB02727C

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements