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Homoaromatic

Term · Chemistry · MLC-T-CHM-005352

Describing a cyclic conjugated system that exhibits aromatic character despite having one or more saturated carbon atoms interrupting the cyclic array of p-orbitals. The aromaticity is maintained through orbital overlap across the saturated centers. This concept is often invoked to explain the unusual stability and reactivity of certain carbocations and anions.

Table 1. Record
IdentifierMLC-T-CHM-005352
FieldChemistry
SubjectOrganic and Biomolecular Chemistry
ReferencesPAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1121 (https://doi.org/10.1351/pac199466051077)
See alsoAromatic; Aromaticity; Cation; Homoconjugation
Record as JSON
{
  "id": "MLC-T-CHM-005352",
  "term": "Homoaromatic",
  "field": "Chemistry",
  "definition": "Describing a cyclic conjugated system that exhibits aromatic character despite having one or more saturated carbon atoms interrupting the cyclic array of p-orbitals. The aromaticity is maintained through orbital overlap across the saturated centers. This concept is often invoked to explain the unusual stability and reactivity of certain carbocations and anions.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "aromatic",
    "aromaticity",
    "cation",
    "homoconjugation"
  ],
  "references": [
    "PAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1121 (https://doi.org/10.1351/pac199466051077)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/homoaromatic/"
}

Record 5,670 of 13,676 in Chemistry terminology (MLC-0109). Request the full dataset.