Issue 31, 2005
From the journal:

Chemical Communications

Conformational diastereoisomerism in a chiral pretzelane†

Yi Liu,a   Scott A. Vignon,a   Xiyun Zhang,a   K. N. Houka  and  J. Fraser Stoddart*a  

* Corresponding authors

a California NanoSystems Institute and the Department of Chemistry and Biochemistry, University of California, Los Angeles, 405 Hilgard Avenue, Los Angeles, CA 90095
E-mail: stoddart@chem.ucla.edu
Fax: +1 310 206 1843
Tel: +1 310 206 7078

Abstract

The introduction of a stereogenic center by a stereospecific synthesis into an optically active, donor–acceptor pretzelane, that exhibits helicity as well as fixed chirality, leads to a marked preference for one conformational diastereoisomer over the other in both acetone and dimethylsulfoxide that can be understood from computational models.

Graphical abstract: Conformational diastereoisomerism in a chiral pretzelane

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Article information

DOI
https://doi.org/10.1039/B507679J
Article type
Communication
Submitted
01 Jun 2005
Accepted
13 Jun 2005
First published
11 Jul 2005

Chem. Commun., 2005, 3927-3929

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Conformational diastereoisomerism in a chiral pretzelane

Y. Liu, S. A. Vignon, X. Zhang, K. N. Houk and J. F. Stoddart, Chem. Commun., 2005, 3927 DOI: 10.1039/B507679J

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