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axial chirality

Term used to refer to stereoisomerism resulting from the non-planar arrangement of four groups in pairs about a chirality axis. It is exemplified by allenesabC=C=Ccd (or abC=C=Cab) and by the atropisomerism of ortho-substituted biphenyls. The configuration in molecular entities possessing axial chirality is specified by the stereodescriptors Ra and Sa (or by P or M).
PAC, 1996, 68, 2193 (Basic terminology of stereochemistry (IUPAC Recommendations 1996)) on page 2201
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IUPAC. Compendium of Chemical Terminology, 2nd ed. (the "Gold Book"). Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997). XML on-line corrected version: (2006-) created by M. Nic, J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8.
Last update: 2014-02-24; version: 2.3.3.
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