{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,8]],"date-time":"2026-04-08T16:56:10Z","timestamp":1775667370610,"version":"3.50.1"},"reference-count":25,"publisher":"Wiley","issue":"20","license":[{"start":{"date-parts":[[2024,9,24]],"date-time":"2024-09-24T00:00:00Z","timestamp":1727136000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100003407","name":"Ministero dell\u2019Istruzione, dell\u2019Universit\u00e0 e della Ricerca","doi-asserted-by":"publisher","award":["R20S3XECXT"],"award-info":[{"award-number":["R20S3XECXT"]}],"id":[{"id":"10.13039\/501100003407","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["aces.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry \u0097 An Asian Journal"],"published-print":{"date-parts":[[2024,10,16]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Already known molecules which exhibit good electrochemiluminescence (ECL) efficiencies and high photoluminescence quantum yields (PLQY) have been structurally modified in order to increase their performance. The followed strategy is to stiffen the structures to limit the rotational and vibrational freedom degrees and favour radiative decay processes once excited. Molecules under investigation consist of donor\u2010acceptor systems in which the acceptor fraction is a benzonitrile with an imidazole in <jats:italic>para<\/jats:italic> position, while the donor fraction consists of four diphenylamine (<jats:italic>NPh<jats:sub>2<\/jats:sub><\/jats:italic>) or 3,6\u2010di(<jats:italic>tert<\/jats:italic>\u2010butyl)\u20109<jats:italic>H<\/jats:italic>\u2010carbazole (<jats:sup><jats:italic>t\u2010Bu<\/jats:italic><\/jats:sup><jats:italic>Cz<\/jats:italic>) groups in the remaining positions on the central benzene ring. Therefore, in order to stiffen these systems and restrict the intramolecular rotations (RIR), the imidazole in the <jats:italic>para<\/jats:italic> position has been replaced with more extended \u03c0\u2010systems, i.\u2009e., benzimidazole and phenanthro[9,10\u2010d]imidazole. The restriction of the intramolecular rotation can be clearly observed by <jats:sup>1<\/jats:sup>H NMR analysis. We expected to observe an increase in ECL efficiency and PLQY with the rigidity. Surprisingly, we observed a generally opposite trend: molecules with the smallest imidazole fraction showed the best performance in ECL and higher PLQY. Notably, <jats:italic>NPh<jats:sub>2<\/jats:sub><\/jats:italic> derivatives with benzimidazole and phenanthro[9,10\u2010d]imidazole showed an hypsochromic shift of the emission spectra with concomitant increase of the PLQY as the solvent polarity increases.<\/jats:p>","DOI":"10.1002\/asia.202400340","type":"journal-article","created":{"date-parts":[[2024,7,22]],"date-time":"2024-07-22T10:58:56Z","timestamp":1721645936000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Effect of the Imidazole \u03c0\u2010Extension on TADF Emitters in Electrochemiluminescence"],"prefix":"10.1002","volume":"19","author":[{"given":"Elisa","family":"Pelorosso","sequence":"first","affiliation":[{"name":"Dipartimento di Scienze Chimiche Universit\u00e0 degli studi di Padova  Via Marzolo 1 35131 Padova Italy"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0009-0008-0807-4406","authenticated-orcid":false,"given":"Giulio","family":"Pavan","sequence":"additional","affiliation":[{"name":"Dipartimento di Scienze Chimiche Universit\u00e0 degli studi di Padova  Via Marzolo 1 35131 Padova Italy"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7345-9670","authenticated-orcid":false,"given":"Thomas","family":"Scattolin","sequence":"additional","affiliation":[{"name":"Dipartimento di Scienze Chimiche Universit\u00e0 degli studi di Padova  Via Marzolo 1 35131 Padova Italy"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1673-5111","authenticated-orcid":false,"given":"Laura","family":"Orian","sequence":"additional","affiliation":[{"name":"Dipartimento di Scienze Chimiche Universit\u00e0 degli studi di Padova  Via Marzolo 1 35131 Padova Italy"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0090-9922","authenticated-orcid":false,"given":"Sabrina","family":"Antonello","sequence":"additional","affiliation":[{"name":"Dipartimento di Scienze Chimiche Universit\u00e0 degli studi di Padova  Via Marzolo 1 35131 Padova Italy"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0288-3233","authenticated-orcid":false,"given":"Nicola","family":"Demitri","sequence":"additional","affiliation":[{"name":"Elettra-Sincrotrone Trieste, S.C.p.A  34149 Basovizza, Trieste Italy"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2647-9967","authenticated-orcid":false,"given":"Alessandro","family":"Aliprandi","sequence":"additional","affiliation":[{"name":"Dipartimento di Scienze Chimiche Universit\u00e0 degli studi di Padova  Via Marzolo 1 35131 Padova Italy"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2024,9,24]]},"reference":[{"key":"e_1_2_8_1_1","doi-asserted-by":"publisher","DOI":"10.1038\/nature11687"},{"key":"e_1_2_8_2_1","volume":"24","author":"Li W.","year":"2014","journal-title":"Adv. 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