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A twisted BODIPY core is functionalized with electron\u2010donating moieties\n                    <jats:italic>via<\/jats:italic>\n                    Knoevenagel condensation with the aim to take advantage of both twist\u2010induced and spin\u2010orbit charge\u2010transfer intersystem crossing and thereby realize efficient triplet generation. All the synthesized molecules exhibit red\u2010shifted absorption and emission, falling into the phototherapeutic window, and varying ratios of singlet oxygen production and fluorescence emission. In particular, the BODIPY derivative decorated with a dimethylacridine donor displays a favorable balance between singlet oxygen and fluorescence quantum yields (in chloroform medium). Quantum\u2010chemical analysis suggests that the high singlet oxygen quantum yields primarily result from spin\u2010orbit charge\u2010transfer intersystem crossing, with transient absorption spectroscopy confirming the involvement of a charge\u2010transfer state for the push\u2010pull dyads. This work hence provides guidance for the rational design and optimization of innovative photosensitizers for image\u2010guided photodynamic therapy.\n                  <\/jats:p>","DOI":"10.1002\/chem.70986","type":"journal-article","created":{"date-parts":[[2026,4,15]],"date-time":"2026-04-15T05:55:39Z","timestamp":1776232539000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Integrating Twisted and Push\u2010Pull Structural Motifs for Efficient Dual\u2010Functioning Near\u2010Infrared BODIPY Photosensitizers"],"prefix":"10.1002","volume":"32","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-3273-4901","authenticated-orcid":false,"given":"Nele","family":"Theysmans","sequence":"first","affiliation":[{"name":"Institute For Materials Research (IUMAT) Design &amp; Synthesis of Organic Semiconductors (DSOS) UHasselt  Hasselt Belgium"},{"name":"IUMAT imec  Diepenbeek Belgium"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mathias","family":"Fraiponts","sequence":"additional","affiliation":[{"name":"Institute For Materials Research (IUMAT) Design &amp; 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