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 allenes
abC=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).
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Source:
PAC, 1996, 68, 2193. 'Basic terminology of stereochemistry (IUPAC Recommendations 1996)' on page 2201 (https://doi.org/10.1351/pac199668122193)