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We report a series of cyanine\u2010based compounds functionalized at the C2 position that operate through spin\u2013orbit charge transfer intersystem crossing (SOCT\u2010ISC). A pronounced \u201cvolcano\u2010type\u201d relationship between photo\u2010induced electron transfer (PeT) efficiency and singlet oxygen quantum yield was uncovered. Femtosecond transient spectroscopy and quantum chemical calculations reveal that this trend stems from a dynamic competition between S\n                    <jats:sub>1<\/jats:sub>\n                    and T\n                    <jats:sub>2<\/jats:sub>\n                    intersystem crossing from the charge\u2010separated (CS) state and CS\u2010state charge recombination via internal conversion. The CS\u2010state energy serves as a key descriptor dictating this balance. By modulating the donor strength of the substituents, we optimized the CS\u2010state energy and identified\n                    <jats:bold>TCy\u2010Pyr<\/jats:bold>\n                    , a molecule near the volcano apex.\n                    <jats:bold>TCy\u2010Pyr<\/jats:bold>\n                    exhibits outstanding photodynamic performance, with in vitro and in vivo anticancer efficacy surpassing conventional benchmarks. It also displays aggregation\u2010induced targeting behavior, promoting selective tumor accumulation. This work elucidates the excited\u2010state dynamics in SOCT\u2010ISC systems and establishes a rational design strategy to overcome performance bottlenecks in photosensitizer development.\n                  <\/jats:p>","DOI":"10.1002\/anie.8399023","type":"journal-article","created":{"date-parts":[[2026,4,7]],"date-time":"2026-04-07T08:38:36Z","timestamp":1775551116000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Unveiling Volcano\u2010Type Trends in SOCT\u2010ISC Photosensitization: Energy Gap Law\u2010Guided Strategy for Efficient Photodynamic Therapy"],"prefix":"10.1002","volume":"65","author":[{"ORCID":"https:\/\/orcid.org\/0009-0005-8133-3097","authenticated-orcid":false,"given":"Fuping","family":"Han","sequence":"first","affiliation":[{"name":"State Key Laboratory of Fine Chemicals Frontiers Science Center For Smart Materials Dalian University of Technology  Dalian China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0001-3930-4111","authenticated-orcid":false,"given":"Xiao","family":"Zhou","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Fine Chemicals Frontiers Science Center For Smart Materials Dalian University of Technology  Dalian China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhenyu","family":"Zhang","sequence":"additional","affiliation":[{"name":"Key Lab of Colloid and Interface Chemistry Shandong University  Jinan China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1078-4470","authenticated-orcid":false,"given":"Lihan","family":"Cai","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Fine Chemicals Frontiers Science Center For Smart Materials Dalian University of Technology  Dalian China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hongyi","family":"Zhang","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Fine Chemicals Frontiers Science Center For Smart Materials Dalian University of Technology  Dalian China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jianping","family":"Zheng","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Fine Chemicals Frontiers Science Center For Smart Materials Dalian University of Technology  Dalian China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0005-3860-6854","authenticated-orcid":false,"given":"Saran","family":"Long","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Fine Chemicals Frontiers Science Center For Smart Materials Dalian University of Technology  Dalian China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9780-1124","authenticated-orcid":false,"given":"Xin\u2010Dong","family":"Jiang","sequence":"additional","affiliation":[{"name":"Liaoning &amp; Shenyang Key Laboratory of Functional Dye and Pigment Shenyang University of Chemical Technology  Shenyang China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4316-5350","authenticated-orcid":false,"given":"Wen","family":"Sun","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Fine Chemicals Frontiers Science Center For Smart Materials Dalian University of Technology  Dalian China"},{"name":"Ningbo Institute of Dalian University of Technology Dalian University of Technology  Ningbo China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7777-079X","authenticated-orcid":false,"given":"Jianjun","family":"Du","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Fine Chemicals Frontiers Science Center For Smart Materials Dalian University of Technology  Dalian China"},{"name":"Ningbo Institute of Dalian University of Technology Dalian University of Technology  Ningbo China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4962-5186","authenticated-orcid":false,"given":"Jiangli","family":"Fan","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Fine Chemicals Frontiers Science Center For Smart Materials Dalian University of Technology  Dalian China"},{"name":"Ningbo Institute of Dalian University of Technology Dalian University of Technology  Ningbo China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8806-322X","authenticated-orcid":false,"given":"Xiaojun","family":"Peng","sequence":"additional","affiliation":[{"name":"State Key Laboratory of Fine Chemicals Frontiers Science Center For Smart Materials Dalian University of Technology  Dalian China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,4,7]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41570\u2010024\u201000662\u20107"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1039\/C5CS00364D"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202009439"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b06237"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscentsci.3c00611"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chempr.2021.10.006"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202300162"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202508968"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2024.215756"},{"key":"e_1_2_7_11_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202509416"},{"key":"e_1_2_7_12_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9OB02170A"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.cclet.2025.111141"},{"key":"e_1_2_7_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202003560"},{"key":"e_1_2_7_15_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202201815"},{"key":"e_1_2_7_16_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202509372"},{"key":"e_1_2_7_17_1","doi-asserted-by":"publisher","DOI":"10.1002\/adfm.202416317"},{"key":"e_1_2_7_18_1","doi-asserted-by":"publisher","DOI":"10.1002\/adhm.202301091"},{"key":"e_1_2_7_19_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202113190"},{"key":"e_1_2_7_20_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.1c06275"},{"key":"e_1_2_7_21_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5c12631"},{"key":"e_1_2_7_22_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chempr.2018.10.001"},{"key":"e_1_2_7_23_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202521182"},{"key":"e_1_2_7_24_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja803054g"},{"key":"e_1_2_7_25_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja510144h"},{"key":"e_1_2_7_26_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202520355"},{"key":"e_1_2_7_27_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5c10749"},{"key":"e_1_2_7_28_1","doi-asserted-by":"publisher","DOI":"10.1002\/adma.202523608"},{"key":"e_1_2_7_29_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202504227"},{"key":"e_1_2_7_30_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202515878"},{"key":"e_1_2_7_31_1","doi-asserted-by":"publisher","DOI":"10.1002\/advs.202305761"},{"key":"e_1_2_7_32_1","doi-asserted-by":"publisher","DOI":"10.1039\/D5CS01304F"},{"key":"e_1_2_7_33_1","unstructured":"Deposition numbers 2417909 (for TCy\u2010Pyr) contain the supplementary crystallographic data for this paper. 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