{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,1,17]],"date-time":"2026-01-17T07:12:41Z","timestamp":1768633961361,"version":"3.49.0"},"reference-count":49,"publisher":"Wiley","issue":"14","license":[{"start":{"date-parts":[[2022,2,9]],"date-time":"2022-02-09T00:00:00Z","timestamp":1644364800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2022,3,7]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Phosphoranides are interesting hypervalent species which serve as model compounds for intermediates or transition states in nucleophilic substitution reactions at trivalent phosphorus substrates. Herein, the syntheses and properties of stable trifluoromethylphosphoranide salts are reported. [K(18\u2010crown\u20106)][P(CF<jats:sub>3<\/jats:sub>)<jats:sub>4<\/jats:sub>], [K(18\u2010crown\u20106)][P(CF<jats:sub>3<\/jats:sub>)<jats:sub>3<\/jats:sub>F], and [NMe<jats:sub>4<\/jats:sub>][P(CF<jats:sub>3<\/jats:sub>)<jats:sub>2<\/jats:sub>F<jats:sub>2<\/jats:sub>] were obtained by treatment of trivalent precursors with sources of CF<jats:sub>3<\/jats:sub><jats:sup>\u2212<\/jats:sup> or F<jats:sup>\u2212<\/jats:sup> units. These [P(CF<jats:sub>3<\/jats:sub>)<jats:sub>4\u2010n<\/jats:sub>F<jats:sub>n<\/jats:sub>]<jats:sup>\u2212<\/jats:sup> (n=0\u20132) salts exhibit fluorinating (n=1\u20132) or trifluoromethylating (n=0) properties, which is disclosed by studying their reactivity towards selected electrophiles. The solid\u2010state structures of [K(18\u2010crown\u20106)][P(CF<jats:sub>3<\/jats:sub>)<jats:sub>4<\/jats:sub>] and [K(18\u2010crown\u20106)][P(CF<jats:sub>3<\/jats:sub>)<jats:sub>3<\/jats:sub>F] are ascertained by single crystal X\u2010ray crystallography. The dynamics of these compounds are investigated by variable temperature NMR spectroscopy.<\/jats:p>","DOI":"10.1002\/chem.202104308","type":"journal-article","created":{"date-parts":[[2022,1,13]],"date-time":"2022-01-13T08:40:10Z","timestamp":1642063210000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":9,"title":["Synthesis, Reactivity and Structural Properties of Trifluoromethylphosphoranides"],"prefix":"10.1002","volume":"28","author":[{"given":"Oleg O.","family":"Shyshkov","sequence":"first","affiliation":[{"name":"Faculty 2: Biology\/Chemistry Institute of Inorganic Chemistry and Crystallography Universit\u00e4t Bremen  Leobener Stra\u00dfe 7 28359 Bremen Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Alexander A.","family":"Kolomeitsev","sequence":"additional","affiliation":[{"name":"Faculty 2: Biology\/Chemistry Institute of Inorganic Chemistry and Crystallography Universit\u00e4t Bremen  Leobener Stra\u00dfe 7 28359 Bremen Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9610-8478","authenticated-orcid":false,"given":"Berthold","family":"Hoge","sequence":"additional","affiliation":[{"name":"Centrum f\u00fcr Molekulare Materialien Fakult\u00e4t f\u00fcr Chemie Universit\u00e4t Bielefeld  Universit\u00e4tsstra\u00dfe 25 33615 Bielefeld Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0582-9913","authenticated-orcid":false,"given":"Enno","family":"Lork","sequence":"additional","affiliation":[{"name":"Faculty 2: Biology\/Chemistry Institute of Inorganic Chemistry and Crystallography Universit\u00e4t Bremen  Leobener Stra\u00dfe 7 28359 Bremen Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6287-039X","authenticated-orcid":false,"given":"Axel","family":"Haupt","sequence":"additional","affiliation":[{"name":"Department of Life Sciences and Chemistry Jacobs University Bremen gGmbH  Campus Ring 1 28759 Bremen Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2242-239X","authenticated-orcid":false,"given":"Mira","family":"Ke\u00dfler","sequence":"additional","affiliation":[{"name":"Centrum f\u00fcr Molekulare Materialien Fakult\u00e4t f\u00fcr Chemie Universit\u00e4t Bielefeld  Universit\u00e4tsstra\u00dfe 25 33615 Bielefeld Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4809-6510","authenticated-orcid":false,"given":"Gerd\u2010Volker","family":"R\u00f6schenthaler","sequence":"additional","affiliation":[{"name":"Department of Life Sciences and Chemistry Jacobs University Bremen gGmbH  Campus Ring 1 28759 Bremen Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2022,2,9]]},"reference":[{"key":"e_1_2_7_1_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr00029a011"},{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1039\/c2969001317a"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00491a062"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.197904112"},{"key":"e_1_2_7_4_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.19790910524"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/zaac.19824880102"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00086a018"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1002\/cber.19831161005"},{"key":"e_1_2_7_8_1","unstructured":"\u00a0"},{"key":"e_1_2_7_9_2","doi-asserted-by":"publisher","DOI":"10.1080\/03086648308075975"},{"key":"e_1_2_7_10_2","doi-asserted-by":"publisher","DOI":"10.1039\/dt9900000551"},{"key":"e_1_2_7_11_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0277-5387(00)81310-8"},{"key":"e_1_2_7_12_2","doi-asserted-by":"publisher","DOI":"10.1080\/03086648708080541"},{"key":"e_1_2_7_13_2","doi-asserted-by":"publisher","DOI":"10.1039\/dt9900002593"},{"key":"e_1_2_7_14_1","unstructured":"\u00a0"},{"key":"e_1_2_7_15_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201402421"},{"key":"e_1_2_7_16_2","doi-asserted-by":"publisher","DOI":"10.1002\/zaac.202000047"},{"key":"e_1_2_7_17_2","doi-asserted-by":"publisher","DOI":"10.1002\/zaac.202000198"},{"key":"e_1_2_7_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.inorgchem.1c02307"},{"key":"e_1_2_7_19_1","doi-asserted-by":"publisher","DOI":"10.1080\/10426509608545224"},{"key":"e_1_2_7_20_1","unstructured":"\u00a0"},{"key":"e_1_2_7_21_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja01546a008"},{"key":"e_1_2_7_22_2","doi-asserted-by":"publisher","DOI":"10.1039\/j19690000702"},{"key":"e_1_2_7_23_2","unstructured":"G.-V. 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