{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,22]],"date-time":"2026-10-22T03:35:34Z","timestamp":1792640134577,"version":"4.5.0"},"reference-count":78,"publisher":"Wiley","issue":"38","license":[{"start":{"date-parts":[[2017,6,27]],"date-time":"2017-06-27T00:00:00Z","timestamp":1498521600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100001659","name":"Deutsche Forschungsgemeinschaft","doi-asserted-by":"publisher","award":["GH 129\/4-1"],"award-info":[{"award-number":["GH 129\/4-1"]}],"id":[{"id":"10.13039\/501100001659","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2017,7,6]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Four\u2010membered biradicaloid compounds containing a N<jats:sub>2<\/jats:sub>E<jats:sub>2<\/jats:sub> (E=main group element) framework have been thoroughly investigated; however, the synthesis of stable analogues with a C<jats:sub>2<\/jats:sub>P<jats:sub>2<\/jats:sub> skeleton remains a challenge. Base\u2010mediated double C\u2212H functionalization of IPr=CH<jats:sub>2<\/jats:sub> (<jats:bold>1<\/jats:bold>) (IPr=C[N(2,6\u2010<jats:italic>i<\/jats:italic>Pr<jats:sub>2<\/jats:sub>\u2010C<jats:sub>6<\/jats:sub>H<jats:sub>3<\/jats:sub>)CH]<jats:sub>2<\/jats:sub>) with PCl<jats:sub>3<\/jats:sub> affords [{(IPr)CP}<jats:sub>2<\/jats:sub>Cl]Cl (<jats:bold>2<\/jats:bold>) as a royal blue solid. Treatment of <jats:bold>2<\/jats:bold> with KC<jats:sub>8<\/jats:sub> yields the stable phosphorus biradicaloid [(IPr)CP]<jats:sub>2<\/jats:sub> (<jats:bold>3<\/jats:bold>) featuring a four\u2010membered C<jats:sub>2<\/jats:sub>P<jats:sub>2<\/jats:sub> ring. Compound <jats:bold>3<\/jats:bold> is diamagnetic and shows sharp and temperature\u2010independent NMR resonances, revealing its singlet biradicaloid nature. The stability of <jats:bold>3<\/jats:bold> is attributed to the \u03c3\u2010 and \u03c0\u2010electron\u2010donating property of the <jats:italic>N<\/jats:italic>\u2010heterocyclic vinylidene [(IPr)C] group.<\/jats:p>","DOI":"10.1002\/chem.201702433","type":"journal-article","created":{"date-parts":[[2017,5,30]],"date-time":"2017-05-30T09:55:11Z","timestamp":1496138111000},"page":"9044-9047","source":"Crossref","is-referenced-by-count":57,"title":["<i>N<\/i>\u2010Heterocyclic Vinylidene\u2010Stabilized Phosphorus Biradicaloid"],"prefix":"10.1002","volume":"23","author":[{"given":"Dennis","family":"Rottsch\u00e4fer","sequence":"first","affiliation":[{"name":"Universit\u00e4t Bielefeld Fakult\u00e4t f\u00fcr Chemie Centrum f\u00fcr Molekulare Materialien Anorganische Molek\u00fclchemie und Katalyse am Lehrstuhl f\u00fcr Anorganische Chemie und Strukturchemie  Universit\u00e4tsstr. 25 33615 Bielefeld 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