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However, metal\u2010free pure organic emitters, connected with a photoswitch, capable of generating \u201con\u2010demand\u201d <jats:sup>1<\/jats:sup>O<jats:sub>2<\/jats:sub> <jats:italic>via<\/jats:italic> triplet harvesting remain exceedingly rare; therefore, the utilization of these organic materials for the reversible control of singlet oxygen production remains at its infancy. Herein, an ambient triplet mediated emission in quinoline\u2010dithienylethene (DTE)\u2010core\u2010substituted naphthalene diimide (cNDI) derivative is unveiled <jats:italic>via<\/jats:italic> delayed fluorescence. The quinoline\u2010DTE\u2010cNDI triad displayed enhanced photoswitching efficiency <jats:italic>via<\/jats:italic> double FRET mechanism. It was found to have direct utilization in controlled photosensitized organic transformations <jats:italic>via<\/jats:italic> efficient generation of singlet oxygen (yield \u03a6<jats:sub>\u0394<\/jats:sub>~0.55 in DCM and 0.73 in methanol). The designed molecule exhibits a long\u2010lived emission (\u03c4\u223c1.1\u2005\u03bcs) and very small singlet\u2010triplet splitting (\u0394E<jats:sub>ST<\/jats:sub>) of 0.13\u2005eV empowering it to display delayed fluorescence. Comprehensive steady state and time\u2010resolved emission spectroscopy (TRES) analyses along with DFT calculations offer detailed understandings into the excited\u2010state manifolds of organic compound and energy transfer (ET) pathways involved in <jats:sup>1<\/jats:sup>O<jats:sub>2<\/jats:sub> generation.<\/jats:p>","DOI":"10.1002\/chem.202401562","type":"journal-article","created":{"date-parts":[[2024,8,14]],"date-time":"2024-08-14T07:44:36Z","timestamp":1723621476000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Controlled Photooxidation <i>via<\/i> Singlet Oxygen Generation by Triplet Harvesting in a Heavy Atom Free Pure Organic Dithienylethene\u2010Naphthalene Diimide"],"prefix":"10.1002","volume":"30","author":[{"given":"Sayan Kumar","family":"Bag","sequence":"first","affiliation":[{"name":"Department of Chemistry Jadavpur University  Kolkata 700032 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bijan","family":"Mondal","sequence":"additional","affiliation":[{"name":"Institut f\u00fcr Anorganische Chemie Universit\u00e4t Regensburg  Universit\u00e4t Strasse 31 Regensburg 93040 Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Manisha","family":"Karmakar","sequence":"additional","affiliation":[{"name":"Department of Chemistry Jadavpur University  Kolkata 700032 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Subhadeep","family":"Das","sequence":"additional","affiliation":[{"name":"Department of Chemistry Indian Institute of Science Education and Research (IISER)  Bhopal, Madhya Pradesh 462066 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Abhijit","family":"Patra","sequence":"additional","affiliation":[{"name":"Department of Chemistry Indian Institute of Science Education and Research (IISER)  Bhopal, Madhya Pradesh 462066 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4577-3683","authenticated-orcid":false,"given":"Arunabha","family":"Thakur","sequence":"additional","affiliation":[{"name":"Department of Chemistry Jadavpur University  Kolkata 700032 India"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2024,10,16]]},"reference":[{"key":"e_1_2_9_1_1","unstructured":"\u00a0"},{"key":"e_1_2_9_2_2","unstructured":"Reactive Oxygen Species in Biological Systems: An Interdisciplinary Approach D.\u2005L. 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