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For <jats:bold>BDP\u2010PBI\u20103<\/jats:bold>, in which BDP was attached at the imide position of PBI, higher singlet oxygen quantum yield (<jats:italic>\u03a6<\/jats:italic><jats:sub>\u0394<\/jats:sub>=85\u2009%) was observed than the bay\u2010substituted derivative <jats:bold>BDP\u2010PBI\u20101<\/jats:bold> (<jats:italic>\u03a6<\/jats:italic><jats:sub>\u0394<\/jats:sub>=30\u2009%). Femtosecond transient absorption spectra indicate slow F\u00f6rster resonance energy transfer (FRET; 40.4\u2005ps) and charge separation (CS; 1.55\u2005ns) in <jats:bold>BDP\u2010PBI\u20103<\/jats:bold>, while for <jats:bold>BDP\u2010PBI\u20101<\/jats:bold>, CS takes 2.8\u2005ps. For triad <jats:bold>BDP\u2010PBI\u20102<\/jats:bold>, ultrafast FRET (149\u2005fs) and CS (4.7\u2005ps) process were observed, the subsequent charge recombination (CR) takes 5.8\u2005ns and long\u2010lived <jats:sup>3<\/jats:sup>PBI* (179.8\u2005\u03bcs) state is populated. Nanosecond transient absorption spectra of <jats:bold>BDP\u2010PBI\u20103<\/jats:bold> show that the CR gives upper triplet excited state (<jats:sup>3<\/jats:sup>BDP*) and subsequently, via a slow intramolecular triplet energy transfer (14.5\u2005\u03bcs), the <jats:sup>3<\/jats:sup>PBI* state is finally populated, indicating that upper triplet state is involved in SOCT\u2010ISC. Time\u2010resolved electron paramagnetic resonance spectroscopy revealed that both radical pair ISC (RP ISC) and SOCT\u2010ISC contribute to the ISC. A rare electron spin polarization of (<jats:italic>e<\/jats:italic>, <jats:italic>e<\/jats:italic>, <jats:italic>e<\/jats:italic>, <jats:italic>e<\/jats:italic>, <jats:italic>e<\/jats:italic>, <jats:italic>e<\/jats:italic>) was observed for the triplet state formed via the RP ISC mechanism, due to the S\u2212T<jats:sub>+1<\/jats:sub>\/T<jats:sub>0<\/jats:sub> states mixing.<\/jats:p>","DOI":"10.1002\/chem.202302137","type":"journal-article","created":{"date-parts":[[2023,8,8]],"date-time":"2023-08-08T22:54:47Z","timestamp":1691535287000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":37,"title":["Efficient Spin\u2013Orbit Charge\u2010Transfer Intersystem Crossing and Slow Intramolecular Triplet\u2013Triplet Energy Transfer in Bodipy\u2013Perylenebisimide Compact Dyads and Triads"],"prefix":"10.1002","volume":"29","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-2190-8758","authenticated-orcid":false,"given":"Xi","family":"Chen","sequence":"first","affiliation":[{"name":"State Key Laboratory of Fine Chemicals Frontiers Science Center for Smart Materials School of Chemical Engineering Dalian University of Technology  Dalian 116024 P.R. 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