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Issue 31, 2005
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Conformational diastereoisomerism in a chiral pretzelane

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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


Submitted
01 Jun 2005
Accepted
13 Jun 2005
First published
11 Jul 2005

Chem. Commun., 2005, 3927-3929
Article type
Communication

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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