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Here, we report a straightforward, azide-free synthesis of a crystalline and isolable diazophosphorus ylide, Ph\n            <jats:sub>3<\/jats:sub>\n            PCN\n            <jats:sub>2<\/jats:sub>\n            , a stable compound with a carbon atom bonded to two chemically labile groups, triphenylphosphine (PPh\n            <jats:sub>3<\/jats:sub>\n            ) and dinitrogen (N\n            <jats:sub>2<\/jats:sub>\n            ). Without any additives, the diazophosphorus ylide serves as a highly selective transfer reagent for fragments, including Ph\n            <jats:sub>3<\/jats:sub>\n            PC, to deliver phosphorus ylide\u2013terminated heterocumulenes and CN\n            <jats:sub>2<\/jats:sub>\n            to produce multisubstituted pyrazoles. Ultimately, even exclusive carbon-atom transfer is possible. In reactions with aldehydes and acyclic and cyclic ketones (R\n            <jats:sub>2<\/jats:sub>\n            C=O), the carbon-atom substitution forms a vinylidene (R\n            <jats:sub>2<\/jats:sub>\n            C=C:) en route to alkynes or butatrienes.\n          <\/jats:p>","DOI":"10.1126\/science.ado4564","type":"journal-article","created":{"date-parts":[[2024,7,18]],"date-time":"2024-07-18T17:59:37Z","timestamp":1721325577000},"page":"305-311","update-policy":"https:\/\/doi.org\/10.34133\/aaas_crossmark","source":"Crossref","is-referenced-by-count":83,"title":["Ph\n            <sub>3<\/sub>\n            PCN\n            <sub>2<\/sub>\n            : A stable reagent for carbon-atom transfer"],"prefix":"10.1126","volume":"385","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-6713-4375","authenticated-orcid":true,"given":"Taichi","family":"Koike","sequence":"first","affiliation":[{"name":"Fakult\u00e4t f\u00fcr Chemie und Chemische Biologie, Technische Universit\u00e4t Dortmund, 44227 Dortmund, Germany."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jhen-Kuei","family":"Yu","sequence":"additional","affiliation":[{"name":"Fakult\u00e4t f\u00fcr Chemie und Chemische Biologie, Technische Universit\u00e4t Dortmund, 44227 Dortmund, Germany."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3107-1445","authenticated-orcid":true,"given":"Max M.","family":"Hansmann","sequence":"additional","affiliation":[{"name":"Fakult\u00e4t f\u00fcr Chemie und Chemische Biologie, Technische Universit\u00e4t Dortmund, 44227 Dortmund, Germany."}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"221","reference":[{"key":"e_1_3_2_2_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.148.3672.899"},{"key":"e_1_3_2_3_2","doi-asserted-by":"crossref","unstructured":"K. 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