{
  "abstract": "Radical ions of free N-heterocyclic carbenes (NHCs) have remained short-lived, mostly elusive, intermediates so far. We probed the square schemes for proton-coupled electron transfers of representative redox-active free NHCs. We found that NHC radical anions NHC˙− and/or the conjugated acid NHC·H˙ could be persistent. In the case of a benzoquinone-based NHC, both radical forms were isolated as stable crystalline compounds, characterized, including by single-crystal X-ray diffraction studies, and were engaged in the straightforward divergent syntheses of NHC-based radicals.",
  "abstract_shown": true,
  "affiliations": [],
  "article_type": null,
  "arxiv": null,
  "author_total": 6,
  "authors": [
    {
      "name": "Preslav Smits"
    },
    {
      "name": "Jacques Pecaut"
    },
    {
      "name": "Christian Philouze"
    },
    {
      "name": "Jérome Fortage"
    },
    {
      "name": "Eder Tomás-Mendivil"
    },
    {
      "name": "David Martin"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/dzmzs80g7zxfe.bib",
  "cited_by": 1,
  "doi": "10.1039/d6sc05617b",
  "fulltext_url": null,
  "id": "dzmzs80g7zxfe",
  "issns": [
    "2041-6520",
    "2041-6539"
  ],
  "landing_url": "https://hal.science/hal-05759926v1",
  "language": "en",
  "licence": "CC-BY-NC-4.0",
  "licence_label": "CC BY-NC 4.0",
  "licence_source": "article",
  "licence_url": "https://creativecommons.org/licenses/by-nc/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "hal",
      "0.chim"
    ],
    [
      "openalex",
      "1605|N-Heterocyclic Carbenes in Organic and Inorganic Chemistry"
    ]
  ],
  "openalex": "W7196948623",
  "pdf_url": "https://hal.science/hal-05759926/document",
  "pmcid": null,
  "pmid": null,
  "published": "2026-08-06",
  "publisher": "The Royal Society of Chemistry",
  "ris": "https://research.draconitic.com/paper/dzmzs80g7zxfe.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:17:39Z",
      "native_id": "hal-05759926",
      "source": "hal",
      "url": "https://hal.science/hal-05759926v1"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|N-Heterocyclic Carbenes in Organic and Inorganic Chemistry",
      "subfield": "organic"
    }
  ],
  "title": "The crystalline radical anion salt of a free N-heterocyclic carbene",
  "title_text": "The crystalline radical anion salt of a free N-heterocyclic carbene",
  "type": "peer-reviewed",
  "updated_at": "2026-10-30T12:17:39Z",
  "url": "https://research.draconitic.com/paper/dzmzs80g7zxfe",
  "venue": "Chemical Science",
  "versions": []
}