Term: axial chirality
https://doi.org/10.1351/goldbook.A00547

Definition:
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). A00547.png


Related Terms:
1) stereoisomerism (http://doi.org/10.1351/goldbook.S05983).
2) allenes (http://doi.org/10.1351/goldbook.A00238).
3) chirality (http://doi.org/10.1351/goldbook.C01058).
4) chirality axis (http://doi.org/10.1351/goldbook.C01059).
5) atropisomerism (http://doi.org/10.1351/goldbook.A00511).
6) configuration (http://doi.org/10.1351/goldbook.C01249).

Image: Not defined (https://goldbook.iupac.org/img/inline/A00547.png) 

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

Citation: 'axial chirality' in IUPAC Compendium of Chemical Terminology, 5th ed. International Union of Pure and Applied Chemistry; 2025. Online version 5.0.0, 2025. https://doi.org/10.1351/goldbook.A00547

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