4.2 Article Proceedings Paper

New perspectives on polyhedral molecules and their crystal structures

Journal

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
Volume 23, Issue 11, Pages 1080-1087

Publisher

WILEY
DOI: 10.1002/poc.1735

Keywords

continuous shape measures; polyhedral molecules; polyhedranes; polyhedrenes; stereochemistry

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Relevant families of ideal polyhedra (Platonic, Archimedean, prisms, Johnson, and Fullerenes) are briefly summarized, and an overview of polyhedral alkanes and alkenes, existing or hypothetical, is presented. The assignment of a polyhedral shape to a specific compound with the help of continuous shape measures and derived tools is also briefly discussed, and application of shape analysis to cyclic molecules such as cyclobutane, cyclohexane, and cyclooctatetraene is presented to illustrate the usefulness of ideal polyhedra in the stereochemical description of non-polyhedral molecules. Finally, the presence of latent octahedral symmetry in icosahedral polyhedra is used to design new molecules with nested shells of the two supposedly incompatible symmetries, and to explain the cubic crystal structures of icosahedral molecules such as dodecahedrane and Buckminsterfullerene. Copyright (C) 2010 John Wiley & Sons, Ltd.

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