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We report that metalated phosphorus ylides provide facile access to ketenyl anions ([RC=C=O]\n            <jats:sup>\u2013<\/jats:sup>\n            ) by phosphine displacement with CO. These anions are very stable and storable reagents with a distinctive electronic structure between that of the prototypical ketene (H\n            <jats:sub>2<\/jats:sub>\n            C=C=O) and that of ethynol (HC\u2261C\u2013OH). Nonetheless, the ketenyl anions selectively react with a range of electrophiles at the carbon atom, thus offering high-yielding and versatile access to ketenes and related compounds.\n          <\/jats:p>","DOI":"10.1126\/science.ade4563","type":"journal-article","created":{"date-parts":[[2022,12,22]],"date-time":"2022-12-22T18:57:31Z","timestamp":1671735451000},"page":"1331-1336","source":"Crossref","is-referenced-by-count":95,"title":["Transition metal\u2013free ketene formation from carbon monoxide through isolable ketenyl anions"],"prefix":"10.1126","volume":"378","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-0076-5172","authenticated-orcid":true,"given":"Mike","family":"J\u00f6rges","sequence":"first","affiliation":[{"name":"Faculty of Chemistry and Biochemistry, Ruhr-University Bochum, 44801 Bochum, Germany."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9301-6930","authenticated-orcid":true,"given":"Felix","family":"Krischer","sequence":"additional","affiliation":[{"name":"Faculty of Chemistry and Biochemistry, Ruhr-University Bochum, 44801 Bochum, Germany."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6557-2366","authenticated-orcid":true,"given":"Viktoria H.","family":"Gessner","sequence":"additional","affiliation":[{"name":"Faculty of Chemistry and Biochemistry, Ruhr-University Bochum, 44801 Bochum, Germany."}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"221","reference":[{"key":"e_1_3_2_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar400222k"},{"key":"e_1_3_2_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr3001803"},{"key":"e_1_3_2_4_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr050972v"},{"key":"e_1_3_2_5_2","doi-asserted-by":"publisher","DOI":"10.1039\/dt9960002187"},{"key":"e_1_3_2_6_2","doi-asserted-by":"publisher","DOI":"10.1038\/nature08634"},{"key":"e_1_3_2_7_2","doi-asserted-by":"publisher","DOI":"10.1038\/nature14489"},{"key":"e_1_3_2_8_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41557-020-0456-x"},{"key":"e_1_3_2_9_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41557-020-00555-4"},{"key":"e_1_3_2_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja0209924"},{"key":"e_1_3_2_11_2","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.1778"},{"key":"e_1_3_2_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b09761"},{"key":"e_1_3_2_13_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201812675"},{"key":"e_1_3_2_14_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200600987"},{"key":"e_1_3_2_15_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201503455"},{"key":"e_1_3_2_16_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b11899"},{"key":"e_1_3_2_17_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202111486"},{"key":"e_1_3_2_18_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-022-28095-0"},{"key":"e_1_3_2_19_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201505851"},{"key":"e_1_3_2_20_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202105909"},{"key":"e_1_3_2_21_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c11482"},{"key":"e_1_3_2_22_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr3005263"},{"key":"e_1_3_2_23_2","doi-asserted-by":"publisher","DOI":"10.1021\/cs200434s"},{"key":"e_1_3_2_24_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo00396a057"},{"key":"e_1_3_2_25_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja961229a"},{"key":"e_1_3_2_26_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.198901811"},{"key":"e_1_3_2_27_2","doi-asserted-by":"publisher","DOI":"10.3847\/1538-4357\/ab8dbc"},{"key":"e_1_3_2_28_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.1141474"},{"key":"e_1_3_2_29_2","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.248"},{"key":"e_1_3_2_30_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201501818"},{"key":"e_1_3_2_31_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202010963"},{"key":"e_1_3_2_32_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201605997"},{"key":"e_1_3_2_33_2","doi-asserted-by":"publisher","DOI":"10.1002\/open.202100187"},{"key":"e_1_3_2_34_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b10535"},{"key":"e_1_3_2_35_2","doi-asserted-by":"publisher","DOI":"10.1021\/om00129a043"},{"key":"e_1_3_2_36_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja963496m"},{"key":"e_1_3_2_37_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja9601090"},{"key":"e_1_3_2_38_2","unstructured":"M. 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