Planar chirality
Term · Chemistry · MLC-T-CHM-008995
A type of stereoisomerism in which handedness comes from an unsymmetrical placement of groups relative to a stereogenic plane, with no stereogenic centre required. Typical examples are (E)-cyclooctene, monosubstituted paracyclophanes and ferrocenes carrying two different substituents on one ring, where the ring prevents the arrangement flipping into its mirror image. Allenes and hindered biaryls are not planar chiral; they show axial chirality instead.
| Identifier | MLC-T-CHM-008995 |
|---|---|
| Field | Chemistry |
| Subject | Organic and Biomolecular Chemistry |
| Synonyms | planar stereoisomerism |
| References | PAC, 1996, 68, 2193. 'Basic terminology of stereochemistry (IUPAC Recommendations 1996)' on page 2213 (https://doi.org/10.1351/pac199668122193) |
| See also | Atropisomers; Chiral; Chirality; Chirality plane; Stereoisomerism |
Record as JSON
{
"id": "MLC-T-CHM-008995",
"term": "Planar chirality",
"field": "Chemistry",
"definition": "A type of stereoisomerism in which handedness comes from an unsymmetrical placement of groups relative to a stereogenic plane, with no stereogenic centre required. Typical examples are (E)-cyclooctene, monosubstituted paracyclophanes and ferrocenes carrying two different substituents on one ring, where the ring prevents the arrangement flipping into its mirror image. Allenes and hindered biaryls are not planar chiral; they show axial chirality instead.",
"synonyms": [
"planar stereoisomerism"
],
"subject": "Organic and Biomolecular Chemistry",
"see_also": [
"atropisomers",
"chiral",
"chirality",
"chirality plane",
"stereoisomerism"
],
"references": [
"PAC, 1996, 68, 2193. 'Basic terminology of stereochemistry (IUPAC Recommendations 1996)' on page 2213 (https://doi.org/10.1351/pac199668122193)"
],
"url": "https://mlchart.com/terminology/chemistry/planar-chirality/"
}
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