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A computational analysis of 71 mesoionic imidazolylidenes that bear different aryl or heteroaryl substituents in C2 position was performed. The study has revealed that a diphenyltriazinyl (Dpt) substituent renders the corresponding carbene particularly \u03c0\u2010acidic. The computational results could be corroborated experimentally. A mesoionic imidazolylidene with a Dpt substituent was found to be a better \u03c3\u2010donor and a better \u03c0\u2010acceptor compared to an Arduengo\u2010type N\u2010heterocyclic carbene. To demonstrate the utility of the new carbene, the ligand was used to stabilize a low\u2010valent paramagnetic tin compound.<\/jats:p>","DOI":"10.1002\/chem.202101742","type":"journal-article","created":{"date-parts":[[2021,6,9]],"date-time":"2021-06-09T07:58:13Z","timestamp":1623225493000},"page":"11983-11988","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":16,"title":["Tuning the \u03c0\u2010Accepting Properties of Mesoionic Carbenes: A Combined Computational and Experimental Study"],"prefix":"10.1002","volume":"27","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-6163-470X","authenticated-orcid":false,"given":"Zhaowen","family":"Dong","sequence":"first","affiliation":[{"name":"Institut des Sciences et Ing\u00e9nierie Chimiques \u00c9cole Polytechnique F\u00e9d\u00e9rale de Lausanne (EPFL)  1015 Lausanne Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1452-5508","authenticated-orcid":false,"given":"J. 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