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Atropisomers are an important class of compounds because they display axial chirality.
Certain allene compounds also display axial chirality.
Some spiro compounds exhibit axial chirality.
This C-symmetric framework lacks a stereogenic atom, but has axial chirality due to restricted rotation (atropisomerism).
Their 360 molecular motor system consists of a bis-helicene connected by an alkene double bond displaying axial chirality and having two stereocenters.
Helicenes' chirality results from the fact that clockwise and counterclockwise helices are non-superimposable - this is an example of axial chirality.
It can also be applied to other structures having axial chirality by considering the helical orientation of the "front" vs "back" Cahn-Ingold-Prelog rankings.
BINOL has axial chirality and the two enantiomers can be readily separated and are stable toward racemisation.
This macrocycle is unusual because it was the first compound isolated from nature displaying optical activity solely due to the presence of planar chirality and axial chirality.
An axial chirality switch is reported for a diol prepared from intramolecular pinacol coupling of the corresponding di-aldehyde with samarium(II) iodide.
Where A has a greater priority than B according to the Cahn-Ingold-Prelog priority rule, the configuration of the axial chirality can be determined by considering the top, then the bottom.
Axial chirality is most commonly observed in atropisomeric biaryl compounds wherein the rotation about the aryl-aryl bond is restricted, for example, biphenyl, binaphthyls, e.g., 1,1'-bi-2-naphthol, and certain dihydroanthracenone compounds.