Conformational diastereoisomerism in a chiral pretzelane

Literature Information

Publication Date 2005-07-11
DOI 10.1039/B507679J
Impact Factor 6.222
Authors

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


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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.

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