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Selecting fluorine\u2010containing groups to provide strong inductive effects without interacting with low\u2010lying orbitals of the system could be the way to overcome the issue. Here we report a study on three fluorine\u2010functionalized tetrathia[7]helicenes, highlighting interesting correlations between the position of the functional groups and the conjugated skeleton properties. Helicenes <jats:bold>Heli\u2010F2<\/jats:bold> and <jats:bold>Heli\u2010CF\u2010F2<\/jats:bold> were prepared by photoinduced isomerization\u2010electrocyclization (the Mallory photocyclization) of the corresponding fluorinated benzodithienyl\u2010ethenes <jats:bold>Alk\u2010F2<\/jats:bold> and <jats:bold>Alk\u2010CF\u2010F2<\/jats:bold>, which were prepared in high yields through stereo\u2010conservative Stille reaction. Notably these helicenes were found to display green phosphorescence around 530\u2013550\u2005nm, and the studies suggest an efficient spin\u2010orbit coupling mechanism in these high\u2010energy triplet nonplanar conjugated molecules. Both helicenes and their precursors were thoroughly characterized by means of optical and electrochemical measurements, while DFT calculations enable a rationale on their structure\u2010property correlations to be defined.<\/jats:p>","DOI":"10.1002\/chem.202300339","type":"journal-article","created":{"date-parts":[[2023,3,20]],"date-time":"2023-03-20T06:46:06Z","timestamp":1679294766000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":8,"title":["Sparkling Organic Phosphorescence from Fluorinated Tetrathia[7]helicenes: Synthesis and Photophysical, Electrochemical and Computational Studies"],"prefix":"10.1002","volume":"29","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-9252-6218","authenticated-orcid":false,"given":"Alberto","family":"Bossi","sequence":"first","affiliation":[{"name":"Istituto di Scienze e Tecnologie Chimiche \u201cGiulio Natta\u201d (CNR-SCITEC) Consiglio Nazionale delle Ricerche  via Fantoli 16\/15 20138 Milan Italy"},{"name":"SmartMatLab Center  via C. 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