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Apart from the heavy atom\u2010induced spin\u2010orbit coupling (SOC) dynamics in the investigated X<jats:sub>2<\/jats:sub>\u2013DPNDs, it was found that the position of the halogen atom (relative to the nitrogen of the pyrrole ring) also influenced the triplet excited state behavior. Interestingly, the faster\/efficiency sensitization of <jats:sup>3<\/jats:sup>O<jats:sub>2<\/jats:sub> to <jats:sup>1<\/jats:sup>O<jats:sub>2<\/jats:sub> using X<jats:sub>2<\/jats:sub>\u2013DPND correlates with the rate of triplet population, <jats:italic>k<\/jats:italic><jats:sub>ISC<\/jats:sub>\u2009&gt;1.6\u2009\u00d7\u200910<jats:sup>8<\/jats:sup> s<jats:sup>\u22121<\/jats:sup> for I<jats:sub>2<\/jats:sub>\u2013DPND <jats:italic>vs k<\/jats:italic><jats:sub>ISC<\/jats:sub>\u2009&gt;2.9\u2009\u00d7\u200910<jats:sup>9<\/jats:sup> s<jats:sup>\u22121<\/jats:sup> for Cl<jats:sub>2<\/jats:sub>\u2013DPND and Br<jats:sub>2<\/jats:sub>\u2013DPND (where <jats:italic>\u03c4<\/jats:italic><jats:sub>ISC<\/jats:sub>\u00a0=\u00a0343\u2009\u00b1\u20093\u2009ps for I<jats:sub>2<\/jats:sub>\u2013DPND and <jats:italic>\u03c4<\/jats:italic><jats:sub>ISC<\/jats:sub>\u00a0=\u00a05\u20136\u2009ns for Cl<jats:sub>2<\/jats:sub>\u2013DPND and Br<jats:sub>2<\/jats:sub>\u2013DPND are the lowest time constants\/values for ISC). Furthermore, the heavy atom\u2010induced SOC in Cl<jats:sub>2<\/jats:sub>\u2013DPND and Br<jats:sub>2<\/jats:sub>\u2013DPND did not lead to a reduction of the corresponding fluorescence (<jats:italic>ca<\/jats:italic> 75% <jats:italic>vs<\/jats:italic> 67% for the parent DPND). The attractive photophysical characteristics of Cl<jats:sub>2<\/jats:sub>\/Br<jats:sub>2<\/jats:sub>\u2013DPND put them on the landscape as not only promising PDT agents but also as fluorescence probes. The present study is a stepping stone in the development of novel organic photosystems for synergistic photomedicinal applications.<\/jats:p>","DOI":"10.1111\/php.13757","type":"journal-article","created":{"date-parts":[[2022,12,7]],"date-time":"2022-12-07T15:19:28Z","timestamp":1670426368000},"page":"761-768","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Photophysical Insights of Halogenated Dipyrrolonaphthyridine\u2010Diones as Potential Photodynamic Therapy Agents<sup>\u2020<\/sup>"],"prefix":"10.1111","volume":"99","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-8586-9957","authenticated-orcid":false,"given":"Jayla","family":"Morgan","sequence":"first","affiliation":[{"name":"Contribution from the Department of Chemistry Illinois Institute of Technology  Chicago IL"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8612-4244","authenticated-orcid":false,"given":"Young Ju","family":"Yun","sequence":"additional","affiliation":[{"name":"Contribution from the Department of Chemistry Illinois Institute of Technology  Chicago IL"},{"name":"Department of Chemistry University of Illinois Chicago  Chicago IL"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9819-0487","authenticated-orcid":false,"given":"Abdelqader M.","family":"Jamhawi","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Illinois Chicago  Chicago IL"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5769-6844","authenticated-orcid":false,"given":"Shahidul M.","family":"Islam","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Illinois Chicago  Chicago IL"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6355-2564","authenticated-orcid":false,"given":"A. Jean\u2010Luc","family":"Ayitou","sequence":"additional","affiliation":[{"name":"Contribution from the Department of Chemistry Illinois Institute of Technology  Chicago IL"},{"name":"Department of Chemistry University of Illinois Chicago  Chicago IL"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2023,1,4]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(01)93202-2"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1SC03670J"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.8b01615"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c00089"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jpclett.1c03265"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.9b00839"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.7b00831"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1111\/php.13483"},{"key":"e_1_2_8_10_1","first-page":"1850","article-title":"Heavy atom effect in diamagnetic metal acetylacetonates","volume":"73","author":"Kemlo J. 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