planar chirality

Also contains definition of: Rp, Sp

Synonym: planar stereoisomerism

Term used by some authorities to refer to stereoisomerism resulting from the arrangement of out-of-plane groups with respect to a plane (chiralityplane ). It is exemplified by the atropisomerism of (E)-cyclooctene (chiral plane = double bond and attached atoms) or monosubstituted paracyclophane (chiral plane = substituted ring). The configuration of molecular entities possessing planar chirality is specified by the stereodescriptors R p and S p (or P and M).
PAC, 1996, 68, 2193 (Basic terminology of stereochemistry (IUPAC Recommendations 1996)) on page 2213