{
  "abstract": "The formation of linchpins is a powerful strategy for increasing molecular complexity. Chalcogenonium salts have become valuable intermediates for molecular diversification, owing to their exceptional chemoselectivity in arene C–H functionalization and a synthetic versatility comparable to that of halides and pseudohalides. Sulfonium group introduction through an isohypsic process from S(IV) precursors requires activation with strong acids or anhydrides. Here, we report the direct synthesis of selenonium salts from bench-stable Se(III) cationic selenuranes using a simple dump-and-stir protocol. The transformation proceeds under air at ambient temperature and requires no exogenous activators. Mechanistic investigations reveal high sensitivity to electronic effects (ρ = −10), whereas site selectivity is determined by the rate-limiting deprotonation step (kH/kD = 2.3). The method is scalable to 10.0 mmol (>6.2 g) and provides direct access to selenonium salts derived from complex molecules. The resulting selenonium salts serve as versatile linchpins for photochemical, nucleophilic, and transition-metal-catalyzed transformations, enabling late-stage molecular diversification.",
  "abstract_shown": true,
  "affiliations": [
    "Institute of Organic Chemistry",
    "University of Vienna"
  ],
  "article_type": null,
  "arxiv": null,
  "author_total": 4,
  "authors": [
    {
      "affs": [
        0,
        1
      ],
      "name": "Kirill Zhiliaev"
    },
    {
      "affs": [
        0,
        1
      ],
      "name": "Till Schreyer"
    },
    {
      "affs": [
        0,
        1
      ],
      "name": "Mihai V. Popescu"
    },
    {
      "affs": [
        0,
        1
      ],
      "name": "Javier Mateos",
      "orcid": "0000-0002-2358-9183"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/4mz91dye1tc3z.bib",
  "cited_by": 0,
  "doi": "10.26434/chemrxiv.15008541/v1",
  "fulltext_url": null,
  "id": "4mz91dye1tc3z",
  "issns": [],
  "landing_url": "https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008541/v1",
  "language": null,
  "licence": "CC-BY",
  "licence_label": "CC BY",
  "licence_source": "journal",
  "licence_url": "https://creativecommons.org/licenses/by/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "openalex",
      "3005|Organoselenium and organotellurium chemistry"
    ]
  ],
  "openalex": "W7212077544",
  "pdf_url": "https://chemrxiv.org/doi/pdf/10.26434/chemrxiv.15008541/v1",
  "pmcid": null,
  "pmid": null,
  "published": "2026-09-09",
  "publisher": "American Chemical Society (ACS)",
  "ris": "https://research.draconitic.com/paper/4mz91dye1tc3z.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:17:19Z",
      "native_id": "10.26434/chemrxiv.15008541",
      "source": "chemrxiv",
      "url": "https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008541/v1"
    }
  ],
  "subjects": [
    {
      "field": "medicine",
      "origin": "openalex:3005|Organoselenium and organotellurium chemistry",
      "subfield": "pharmacology-toxicology"
    }
  ],
  "title": "Cationic Selenuranes Enable Direct Linchpin Formation in Arenes",
  "title_text": "Cationic Selenuranes Enable Direct Linchpin Formation in Arenes",
  "type": "preprint",
  "updated_at": "2026-10-30T12:17:19Z",
  "url": "https://research.draconitic.com/paper/4mz91dye1tc3z",
  "venue": "ChemRxiv",
  "versions": []
}