Carbonyl ylides

{
  "id": "MLC-T-CHM-001655",
  "term": "Carbonyl ylides",
  "field": "Chemistry",
  "definition": "Reactive 1,3-dipolar species of the form R2C=O+-C(-)R2, in which a carbonyl oxygen carries the positive charge and is bonded to a carbanionic carbon. They are typically generated in situ, for example by reaction of a metal carbenoid from a diazo compound with a carbonyl group or by C-C ring opening of epoxides, and they undergo 1,3-dipolar cycloadditions that give five-membered oxygen heterocycles such as tetrahydrofurans.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "dipolar compounds",
    "oxonium ylides"
  ],
  "references": [
    "PAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1325 (https://doi.org/10.1351/pac199567081307)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/carbonyl-ylides/"
}