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Both compounds displaying 4\u2010<jats:italic>n<\/jats:italic>\u2010decylphenyl substituents at the 7,14\u2010carbons and phenyl (<jats:bold>D1<\/jats:bold>) or 2,6\u2010difluorophenyl (<jats:bold>D2<\/jats:bold>) substituents at the quaternary nitrogen atoms in 5,12\u2010positions have been synthetized in a two\u2010step procedure involving a two\u2010fold Buchwald\u2010Hartwig\u2010type CN cross\u2010coupling and an electrophilic Friedel\u2010Crafts\u2010type cyclization. The optical properties of the dicationic diazapentacenium salts in various solvents and in thin films have been investigated by steady\u2010state and time\u2010resolved absorption and photoluminescence spectroscopies. In thin films and in good solvents, isolated molecules coexist with aggregates. Nonetheless, <jats:bold>D1<\/jats:bold> is seven times more emissive than <jats:bold>D2<\/jats:bold>, reflecting a higher J\u2010aggregate contribution in the former.<\/jats:p>","DOI":"10.1002\/chem.202100123","type":"journal-article","created":{"date-parts":[[2021,4,9]],"date-time":"2021-04-09T12:49:11Z","timestamp":1617972551000},"page":"7826-7830","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["Tuning J\u2010aggregate Formation and Emission Efficiency in Cationic Diazapentacenium Dyes"],"prefix":"10.1002","volume":"27","author":[{"given":"Ana Clara B.","family":"Rodrigues","sequence":"first","affiliation":[{"name":"Department of Chemistry, CQC University of Coimbra  Rua Larga 3004-535 Coimbra Portugal"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Dario","family":"Wetterling","sequence":"additional","affiliation":[{"name":"Macromolecular Chemistry Group (buwmakro) and Institute for Polymer Technology Bergische Universitat Wuppertal  Gauss-Str. 20 42097 Wuppertal Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ullrich","family":"Scherf","sequence":"additional","affiliation":[{"name":"Macromolecular Chemistry Group (buwmakro) and Institute for Polymer Technology Bergische Universitat Wuppertal  Gauss-Str. 20 42097 Wuppertal Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"J. 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