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The effect of different electron donor substitutions on the photophysical properties was studied by steady\u2010state UV\u2010vis absorption and fluorescence spectra, electrochemical, time\u2010resolved nanosecond transient absorption (ns\u2010TA) spectroscopy and theoretical computations. The UV\u2010vis absorption spectra of <jats:bold>AzaBDP\u2010PTZ<\/jats:bold> and <jats:bold>AzaBDP\u2010CAR<\/jats:bold> (<jats:italic>\u03bb<\/jats:italic><jats:sub>abs<\/jats:sub>=710\u2005nm in toluene) showed a bathochromic absorption profile compared with the reference <jats:bold>AzaBDP\u2010Ph<\/jats:bold> (<jats:italic>\u03bb<\/jats:italic><jats:sub>abs<\/jats:sub>=685\u2005nm in toluene), indicating the non\u2010negligible electronic interaction at the ground state between donor and acceptor moieties. Moreover, the fluorescence is almost completely quenched for <jats:bold>AzaBDP\u2010PTZ<\/jats:bold>\/<jats:bold>AzaBDP\u2010CAR<\/jats:bold> (fluorescence quantum yield, \u03a6<jats:sub>F<\/jats:sub>=0.2\u20130.7\u2009% in toluene) as compared with the <jats:bold>AzaBDP\u2010Ph<\/jats:bold> (\u03a6<jats:sub>F<\/jats:sub>=27\u2009% in toluene). However, the apparent intersystem crossing ability of these compounds is poor, based on the singlet oxygen quantum yield (\u03a6<jats:sub>\u0394<\/jats:sub>=0.3\u20131.5\u2009%). The ns\u2010TA spectral study showed typical Bodipy localized triplet state transient features, short\u2010lived excited triplet state for <jats:bold>AzaBDP\u2010Ph<\/jats:bold> (\u03c4<jats:sub>T<\/jats:sub>=53.2\u2005\u03bcs) <jats:italic>versus<\/jats:italic> significantly long\u2010lived triplet state for <jats:bold>AzaBDP\u2010CAR<\/jats:bold> (\u03c4<jats:sub>T<\/jats:sub>=114 \u03bcs) was observed under deaerated experimental conditions. These triplet state lifetimes are much longer than that obtained with diiodoAzaBDP (intramolecular heavy atom effect, \u03c4<jats:sub>T<\/jats:sub>=1.5~7.2\u2005\u03bcs). These information are useful for molecular structure design of triplet photosensitizers, for which longer triplet state lifetimes are usually desired. Theoretical computations displayed that the triplet state is mainly localized on the AzaBDP core, moreover, it was found that the HOMO\/LUMO energy gap decreased after introducing donor moieties to the skeleton as compared with the reference.<\/jats:p>","DOI":"10.1002\/chem.202303799","type":"journal-article","created":{"date-parts":[[2024,2,7]],"date-time":"2024-02-07T02:34:27Z","timestamp":1707273267000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":8,"title":["Near\u2010IR\u2010Absorbing Bis\u2010Donor Functionalized Aza\u2010BODIPY Derivatives: Synthesis and Photophysical Study by Using Transient Optical Spectroscopy"],"prefix":"10.1002","volume":"30","author":[{"given":"Dilip","family":"Pinjari","sequence":"first","affiliation":[{"name":"Department of Chemistry Indian Institute of Technology  Indore 453552 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Muhammad","family":"Imran","sequence":"additional","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. 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