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Communication

Chem. Commun., 2005, 3927 - 3929, DOI: 10.1039/b507679j


Conformational diastereoisomerism in a chiral pretzelane

Yi Liu, Scott A. Vignon, Xiyun Zhang, K. N. Houk and J. Fraser Stoddart


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 image for this article  (ID: b507679j)