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In contrast, heteroatom\u2010substituted analogues of these biradicals show enhanced stability due to \u03c0\u2010electron delocalization, which is why main group biradicals (or biradicaloids) of archetypical heterocyclobutanediyls have been thoroughly investigated. Herein, N\u2010heterocyclic carbene (NHC)\u2010stabilized dicarbondiphosphide compounds of the type (L<jats:sub>2<\/jats:sub>)C<jats:sub>2<\/jats:sub>P<jats:sub>2<\/jats:sub> (L=NHC) were utilized to activate both single and multiple bonds in small molecules with a feasible concerted mechanism. This reactivity is explicable by considerable biradicaloid character of the dicarbondiphosphide compounds, which is further corroborated by theoretical studies. Furthermore, the dicarbondiphosphide compounds also exhibited Lewis base properties towards Lewis acids, such as borane and metal halides.<\/jats:p>","DOI":"10.1002\/chem.201705403","type":"journal-article","created":{"date-parts":[[2017,12,16]],"date-time":"2017-12-16T17:19:41Z","timestamp":1513444781000},"page":"4849-4855","source":"Crossref","is-referenced-by-count":30,"title":["Biradicaloid and Zwitterion Reactivity of Dicarbondiphosphide Stabilized with N\u2010Heterocyclic Carbenes"],"prefix":"10.1002","volume":"24","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-5599-6018","authenticated-orcid":false,"given":"Zhongshu","family":"Li","sequence":"first","affiliation":[{"name":"Lehn Institute of Functional Materials (LIFM), School of Chemistry Sun Yat-Sen University  510275 Guangzhou P. R. 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