Aza-di-π-methane rearrangement

{
  "id": "MLC-T-CHM-001044",
  "term": "Aza-di-π-methane rearrangement",
  "field": "Chemistry",
  "definition": "A photochemical rearrangement of 1-aza-1,4-dienes or 2-aza-1,4-dienes, usually from the triplet excited state, that gives cyclopropyl imines. It is the nitrogen analogue of the di-pi-methane rearrangement, which converts 1,4-dienes into vinylcyclopropanes, with nitrogen replacing one of the terminal sp2 carbons rather than the central sp3 carbon.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "photochemical reaction",
    "anion",
    "cation",
    "di-π-methane rearrangement",
    "di-π-silane rearrangement",
    "dienes",
    "irradiation",
    "oxa-di-π-methane rearrangement",
    "triplet state"
  ],
  "references": [
    "PAC, 2007, 79, 293. 'Glossary of terms used in photochemistry, 3rd edition (IUPAC Recommendations 2006)' on page 305 (https://doi.org/10.1351/pac200779030293)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/aza-di-p-methane-rearrangement/"
}