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Bromination proceeds regioselectively at two peripheral positions, which contradicts the electronic and structural predictions suggesting that substitution at the K-type bay region should be favored. Computational studies reveal that the transition state and intermediate energies for all substitution positions are comparable, though no substitution in the bay region is observed. To rationalize this unexpected regioselectivity, a model is proposed based on dynamic helical inversion, which prevents the corresponding Wheland intermediates from being stabilized. Subsequent conversion of the brominated compounds to nitrile derivatives affords compounds with photoluminescence quantum yields of up to 76% in solution. Organic light-emitting diodes with luminance values of up to 6,500 cd\u00b7m\u20132 are realized due to the effective energy level alignment by a hole-transport and electron-blocking layer, which was not possible with the related nonfunctionalized derivative.<\/jats:p>","DOI":"10.1021\/acsphyschemau.6c00115","type":"journal-article","created":{"date-parts":[[2026,8,13]],"date-time":"2026-08-13T12:02:36Z","timestamp":1786622556000},"page":"1363-1371","source":"Crossref","is-referenced-by-count":0,"title":["Late-Stage\nFunctionalization of a Hexa-\n                    <i>peri<\/i>\n                    -Benzocoronene\u2013Fluoranthene\nHybrid Influenced by Dynamic Inversion\nof Helicity"],"prefix":"10.1021","volume":"6","author":[{"ORCID":"https:\/\/orcid.org\/0009-0004-8682-8753","authenticated-orcid":true,"given":"Lina M.","family":"Filla","sequence":"first","affiliation":[{"name":"Freie Universita\u0308t Berlin , , Altensteinstra\u00dfe 23a , ,","place":["Berlin, Germany, 14195"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9787-9637","authenticated-orcid":true,"given":"Alexander R.","family":"Krappe","sequence":"additional","affiliation":[{"name":"Freie Universita\u0308t Berlin , , Altensteinstra\u00dfe 23a , ,","place":["Berlin, Germany, 14195"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jacob C.","family":"Mayer","sequence":"additional","affiliation":[{"name":"Helmholtz-Zentrum Berlin fu\u0308r Materialien und Energie GmbH , Hahn-Meitner-Platz 1 , ,","place":["Berlin, Germany, 14109"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jan M.","family":"Su\u0308hlo","sequence":"additional","affiliation":[{"name":"Humboldt-Universita\u0308t zu Berlin , , Zum Gro\u00dfen Windkanal 2 , ,","place":["Berlin, Germany, 12489"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Larissa S.","family":"Eitelhuber","sequence":"additional","affiliation":[{"name":"Freie Universita\u0308t Berlin , , Arnimallee 22 , ,","place":["Berlin, Germany, 14195"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5300-2059","authenticated-orcid":true,"given":"Anja","family":"Wiesner","sequence":"additional","affiliation":[{"name":"Freie Universita\u0308t Berlin , , Fabeckstra\u00dfe 34\/36 , ,","place":["Berlin, Germany, 14195"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lukasz","family":"Polewski","sequence":"additional","affiliation":[{"name":"Freie Universita\u0308t Berlin , , Altensteinstra\u00dfe 23a , ,","place":["Berlin, Germany, 14195"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0944-1115","authenticated-orcid":true,"given":"Ute","family":"Resch-Genger","sequence":"additional","affiliation":[{"name":"Bundesanstalt fu\u0308r Materialforschung und -pru\u0308fung (BAM) , , Richard-Willsta\u0308tter-Stra\u00dfe 11 , ,","place":["Berlin, Germany, 12489"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Beate","family":"Paulus","sequence":"additional","affiliation":[{"name":"Freie Universita\u0308t Berlin , , Arnimallee 22 , ,","place":["Berlin, Germany, 14195"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9206-800X","authenticated-orcid":true,"given":"Emil J. 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Chem."},{"issue":"8","key":"2026092310071500500_cit59","doi-asserted-by":"publisher","first-page":"082503","DOI":"10.1063\/5.0216272","article-title":"A comprehensive\nelectron wavefunction analysis toolbox for chemists, Multiwfn","volume":"161","author":"Lu","year":"2024","journal-title":"J. Chem. Phys."},{"issue":"11","key":"2026092310071500500_cit60","doi-asserted-by":"publisher","DOI":"10.1002\/pro.4792","article-title":"UCSF ChimeraX: Tools for structure\nbuilding and analysis","volume":"32","author":"Meng","year":"2023","journal-title":"Protein Sci."},{"issue":"5","key":"2026092310071500500_cit61","doi-asserted-by":"publisher","first-page":"473","DOI":"10.1107\/S0108768189003794","article-title":"Crystal structures\nof polynuclear aromatic hydrocarbons.\nClassification, rationalization and prediction from molecular structure","volume":"45","author":"Desiraju","year":"1989","journal-title":"Acta Crystallogr., Sect. B: Struct. Sci., Cryst. Eng. Mater."},{"issue":"7","key":"2026092310071500500_cit62","doi-asserted-by":"publisher","first-page":"605","DOI":"10.1107\/S0365110X63001626","article-title":"The crystal\nand molecular structure of phenanthrene","volume":"16","author":"Trotter","year":"1963","journal-title":"Acta\nCrystallogr."},{"issue":"5","key":"2026092310071500500_cit63","doi-asserted-by":"publisher","first-page":"1516","DOI":"10.1107\/S0567740877006414","article-title":"The crystal structure\nof fluoranthene,\nC16H10: a study by X-ray and neutron diffraction","volume":"33","author":"Hazell","year":"1977","journal-title":"Acta Crystallogr., Sect. B: Struct. 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