{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,30]],"date-time":"2026-07-30T20:00:37Z","timestamp":1785441637082,"version":"3.56.0"},"reference-count":76,"publisher":"Wiley","issue":"36","license":[{"start":{"date-parts":[[2025,7,2]],"date-time":"2025-07-02T00:00:00Z","timestamp":1751414400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"},{"start":{"date-parts":[[2025,7,2]],"date-time":"2025-07-02T00:00:00Z","timestamp":1751414400000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"content-domain":{"domain":["advanced.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Advanced Science"],"published-print":{"date-parts":[[2025,9]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    Organophosphinic acids, R\n                    <jats:sub>2<\/jats:sub>\n                    P(O)(OH), and their derivatives are versatile compounds with applications in catalysis, material chemistry, biomolecular bridging, metal extraction, and flame retardancy. Current synthetic methods primarily rely on white phosphorus (P\n                    <jats:sub>4<\/jats:sub>\n                    ) as a precursor, which is converted into nucleophilic or electrophilic P\u2010synthons through acid\u2010\/base\u2010induced disproportionation (e.g., PH\n                    <jats:sub>3<\/jats:sub>\n                    , [H\n                    <jats:sub>2<\/jats:sub>\n                    PO\n                    <jats:sub>2<\/jats:sub>\n                    ]\n                    <jats:sup>\u2013<\/jats:sup>\n                    ) or chlorination (PCl\n                    <jats:sub>3<\/jats:sub>\n                    ). However, P\n                    <jats:sub>4<\/jats:sub>\n                    poses significant drawbacks due to its highly pyrophoric nature, environmental hazards, and the energy\u2010intensive production process from phosphate ores. Previously, we introduced a method to bypass P\n                    <jats:sub>4<\/jats:sub>\n                    in the synthesis of P\n                    <jats:sup>V<\/jats:sup>\n                    compounds through the redox\u2010neutral activation of phosphates using trifluoromethanesulfonic anhydride (Tf\n                    <jats:sub>2<\/jats:sub>\n                    O) and pyridine, yielding the electrophilic PO\n                    <jats:sub>2<\/jats:sub>\n                    <jats:sup>+<\/jats:sup>\n                    phosphorylation reagent [(pyridine)\n                    <jats:sub>2<\/jats:sub>\n                    PO\n                    <jats:sub>2<\/jats:sub>\n                    ][OTf] (\n                    <jats:bold>1a<\/jats:bold>\n                    [OTf]). While this reagent exhibits high selectivity for alcohols, amides, and (pseudo)halides, it failed to react efficiently with organometallic compounds to form organophosphinates. Here, we present\u00a0mechanistic studies that rationalize this limitation and report an optimized strategy, which successfully facilitates reactions with Grignard reagents. By replacing the pyridine leaving group in\n                    <jats:bold>1a<\/jats:bold>\n                    [OTf] with 4\u2010dimethylaminopyridine (DMAP), the reagent [(DMAP)\n                    <jats:sub>2<\/jats:sub>\n                    PO\n                    <jats:sub>2<\/jats:sub>\n                    ][OTf] (\n                    <jats:bold>1b<\/jats:bold>\n                    [OTf]) is obtained, which enables the selective synthesis of a broad range of diaryl\u2010 and dialkynylphosphinates, thereby expanding the scope of redox\u2010neutral phosphate activation.\n                  <\/jats:p>","DOI":"10.1002\/advs.202509922","type":"journal-article","created":{"date-parts":[[2025,7,3]],"date-time":"2025-07-03T02:39:57Z","timestamp":1751510397000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Synthesis of Diaryl\u2010 and Dialkynylphosphinates From Ubiquitous P\n                    <sup>V<\/sup>\n                    Sources via a Redox\u2010Neutral Approach"],"prefix":"10.1002","volume":"12","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-2401-4226","authenticated-orcid":false,"given":"Tobias","family":"Schneider","sequence":"first","affiliation":[{"name":"Faculty of Chemistry and Food Chemistry Technische Universit\u00e4t Dresden  01062 Dresden Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7965-2647","authenticated-orcid":false,"given":"Kai","family":"Schwedtmann","sequence":"additional","affiliation":[{"name":"Faculty of Chemistry and Food Chemistry Technische Universit\u00e4t Dresden  01062 Dresden Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5886-3699","authenticated-orcid":false,"given":"Jannis","family":"Fidelius","sequence":"additional","affiliation":[{"name":"Faculty of Chemistry and Food Chemistry Technische Universit\u00e4t Dresden  01062 Dresden Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0827-8504","authenticated-orcid":false,"given":"Rosa M.","family":"Gomila","sequence":"additional","affiliation":[{"name":"Department of Chemistry Universitat de les Illes Balears  Palma de Mallorca 07122 Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7840-2139","authenticated-orcid":false,"given":"Antonio","family":"Frontera","sequence":"additional","affiliation":[{"name":"Department of Chemistry Universitat de les Illes Balears  Palma de Mallorca 07122 Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7323-7816","authenticated-orcid":false,"given":"Jan J.","family":"Weigand","sequence":"additional","affiliation":[{"name":"Faculty of Chemistry and Food Chemistry Technische Universit\u00e4t Dresden  01062 Dresden Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2025,7,2]]},"reference":[{"key":"e_1_2_7_1_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2016.11.018"},{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja0005587"},{"key":"e_1_2_7_2_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(01)01048-1"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.electacta.2010.11.087"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2020.213748"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1080\/07366298608917890"},{"key":"e_1_2_7_5_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.hydromet.2013.05.010"},{"key":"e_1_2_7_5_3","doi-asserted-by":"publisher","DOI":"10.1016\/j.fuproc.2014.02.001"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chemosphere.2012.03.067"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1002\/9781118939239.ch2"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202100683"},{"key":"e_1_2_7_8_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202205348"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/ic00194a069"},{"key":"e_1_2_7_9_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(98)00758-8"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201306628"},{"key":"e_1_2_7_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/cm201940f"},{"key":"e_1_2_7_12_1","volume-title":"Ullmann's Encyclopedia of Industrial Chemistry","author":"Svara J.","year":"2006"},{"key":"e_1_2_7_12_2","volume-title":"Kirk\u2010Othmer Encyclopedia of Chemical Technology","author":"Gilmour R.","year":"2019"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar400071v"},{"key":"e_1_2_7_14_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(02)00076-5"},{"key":"e_1_2_7_14_2","doi-asserted-by":"publisher","DOI":"10.1039\/B307538A"},{"key":"e_1_2_7_15_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.0c00667"},{"key":"e_1_2_7_16_1","unstructured":"a)E. J.Lowe F. A.Ridgway(Albright and Wilson Mfg Ltd) GB990918A 1962;"},{"key":"e_1_2_7_16_2","unstructured":"b)E. J.Lowe F. A.Ridgway(Occidental Chemical Corp) US4013756A 1974."},{"key":"e_1_2_7_17_1","doi-asserted-by":"publisher","DOI":"10.1055\/s-1983-30341"},{"key":"e_1_2_7_17_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-1992-26352"},{"key":"e_1_2_7_17_3","doi-asserted-by":"publisher","DOI":"10.1021\/ja005721c"},{"key":"e_1_2_7_17_4","doi-asserted-by":"publisher","DOI":"10.1021\/ol201222n"},{"key":"e_1_2_7_17_5","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201300069"},{"key":"e_1_2_7_17_6","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201601222"},{"key":"e_1_2_7_18_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo060492j"},{"key":"e_1_2_7_19_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo015876i"},{"key":"e_1_2_7_19_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol052533o"},{"key":"e_1_2_7_19_3","doi-asserted-by":"publisher","DOI":"10.1055\/s-2006-950203"},{"key":"e_1_2_7_20_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja0261978"},{"key":"e_1_2_7_20_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol0484198"},{"key":"e_1_2_7_20_3","doi-asserted-by":"publisher","DOI":"10.1016\/j.jorganchem.2010.08.018"},{"key":"e_1_2_7_20_4","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201100361"},{"key":"e_1_2_7_21_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo050096l"},{"key":"e_1_2_7_21_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo4008749"},{"key":"e_1_2_7_22_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr00044a004"},{"key":"e_1_2_7_23_1","doi-asserted-by":"publisher","DOI":"10.1021\/op970202o"},{"key":"e_1_2_7_24_1","unstructured":"Agency for Toxic Substances and Disease Registry (ATSDR) Toxicological profile for White Phosphorus1997 can be found underhttps:\/\/wwwn.cdc.gov\/TSP\/ToxProfiles\/ToxProfiles.aspx?id=285&tid=52 (accessed: October 2024)."},{"key":"e_1_2_7_25_1","volume-title":"Shocking History of Phosphorus: A Biography of the Devil's Element","author":"Emsley J.","year":"2001"},{"key":"e_1_2_7_26_1","volume-title":"Ullmann's Encyclopedia of Industrial Chemistry","author":"Diskowski H.","year":"2000"},{"key":"e_1_2_7_27_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscentsci.0c00332"},{"key":"e_1_2_7_28_1","first-page":"7","volume":"2005","author":"Sakakura A.","year":"1999","journal-title":"Org. Lett."},{"key":"e_1_2_7_28_2","doi-asserted-by":"publisher","DOI":"10.1039\/b707974e"},{"key":"e_1_2_7_28_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200604333"},{"key":"e_1_2_7_28_4","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2008.06.083"},{"key":"e_1_2_7_28_5","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2013.01.059"},{"key":"e_1_2_7_29_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.aar6620"},{"key":"e_1_2_7_30_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscentsci.3c00725"},{"key":"e_1_2_7_31_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-025-57255-1"},{"key":"e_1_2_7_32_1","doi-asserted-by":"publisher","DOI":"10.1039\/D5QO00278H"},{"key":"e_1_2_7_33_1","doi-asserted-by":"publisher","DOI":"10.1038\/s44160-023-00344-0"},{"key":"e_1_2_7_34_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202419147"},{"key":"e_1_2_7_35_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr00044a001"},{"key":"e_1_2_7_35_2","doi-asserted-by":"publisher","DOI":"10.1016\/0010-8545(94)03011-E"},{"key":"e_1_2_7_35_3","doi-asserted-by":"publisher","DOI":"10.1080\/10426509608037956"},{"key":"e_1_2_7_35_4","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b01639"},{"key":"e_1_2_7_35_5","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b13435"},{"key":"e_1_2_7_35_6","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.2c00936"},{"key":"e_1_2_7_35_7","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202200376"},{"key":"e_1_2_7_36_1","doi-asserted-by":"publisher","DOI":"10.1021\/je60013a043"},{"key":"e_1_2_7_37_1","unstructured":"a)D. H.Ripin D. A.Evans Evans pKa Table can be found underhttps:\/\/organicchemistrydata.org\/hansreich\/resources\/pka\/pka_data\/evans_pKa_table.pdf(accessed: October 2024);"},{"key":"e_1_2_7_37_2","doi-asserted-by":"publisher","DOI":"10.1515\/9783110211276"},{"key":"e_1_2_7_38_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.1c03888"},{"key":"e_1_2_7_39_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200800144"},{"key":"e_1_2_7_39_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol100227k"},{"key":"e_1_2_7_39_3","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201200420"},{"key":"e_1_2_7_39_4","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.8b02982"},{"key":"e_1_2_7_39_5","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201900605"},{"key":"e_1_2_7_39_6","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.9b00860"},{"key":"e_1_2_7_40_1","unstructured":"H.Bauer S.H\u00f6rold W.Krause M.Sicken(Clariant Produkte Deutschland GmbH) EP1624015A1 2006."},{"key":"e_1_2_7_41_1","doi-asserted-by":"publisher","DOI":"10.1080\/01496398808075627"}],"container-title":["Advanced Science"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/advanced.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/advs.202509922","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/advanced.onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/advs.202509922","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/advanced.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/advs.202509922","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,7,30]],"date-time":"2026-07-30T19:13:21Z","timestamp":1785438801000},"score":1,"resource":{"primary":{"URL":"https:\/\/advanced.onlinelibrary.wiley.com\/doi\/10.1002\/advs.202509922"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,7,2]]},"references-count":76,"journal-issue":{"issue":"36","published-print":{"date-parts":[[2025,9]]}},"alternative-id":["10.1002\/advs.202509922"],"URL":"https:\/\/doi.org\/10.1002\/advs.202509922","archive":["Portico"],"relation":{},"ISSN":["2198-3844","2198-3844"],"issn-type":[{"value":"2198-3844","type":"print"},{"value":"2198-3844","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,7,2]]},"assertion":[{"value":"2025-06-08","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-07-02","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e09922"}}