{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,18]],"date-time":"2026-07-18T04:40:17Z","timestamp":1784349617174,"version":"3.55.0"},"reference-count":55,"publisher":"MDPI AG","issue":"14","license":[{"start":{"date-parts":[[2024,7,22]],"date-time":"2024-07-22T00:00:00Z","timestamp":1721606400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"National Key Research and Development Program of China","award":["2022YFB3805604"],"award-info":[{"award-number":["2022YFB3805604"]}]},{"name":"National Key Research and Development Program of China","award":["2022YFB3805603"],"award-info":[{"award-number":["2022YFB3805603"]}]},{"name":"National Key Research and Development Program of China","award":["BK20211588"],"award-info":[{"award-number":["BK20211588"]}]},{"name":"Natural Science Foundation of Jiangsu Province, China","award":["2022YFB3805604"],"award-info":[{"award-number":["2022YFB3805604"]}]},{"name":"Natural Science Foundation of Jiangsu Province, China","award":["2022YFB3805603"],"award-info":[{"award-number":["2022YFB3805603"]}]},{"name":"Natural Science Foundation of Jiangsu Province, China","award":["BK20211588"],"award-info":[{"award-number":["BK20211588"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>The oxidation of benzylic alcohols is an important transformation in modern organic synthesis. A plethora of photoredox protocols have been developed to achieve the aerobic oxidation of alcohols into carbonyls. Recently, several groups described that ultraviolet (UV) or purple light can initiate the aerobic oxidation of benzylic alcohols in the absence of an external catalyst, and depicted different mechanisms involving the photoinduction of \u2022O2\u2212 as a critical reactive oxygen species (ROS). However, based on comprehensive mechanistic investigations, including control experiments, radical quenching experiments, EPR studies, UV\u2013vis spectroscopy, kinetics studies, and density functional theory calculations (DFT), we elucidate here that HOO\u2022, which is released via the H2O2 elimination of \u03b1-hydroxyl peroxyl radicals [ArCR(OH)OO\u2022], serves as the real chain carrier for the autocatalytic photooxidation of benzylic alcohols. The mechanistic ambiguities depicted in the precedent literature are clarified, in terms of the crucial ROS and its evolution, the rate-limiting step, and the primary radical cascade. This work highlights the necessity of stricter mechanistic analyses on UV-driven oxidative reactions that involve aldehydes\u2019 (or ketones) generation.<\/jats:p>","DOI":"10.3390\/molecules29143429","type":"journal-article","created":{"date-parts":[[2024,7,22]],"date-time":"2024-07-22T14:45:53Z","timestamp":1721659553000},"page":"3429","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["HOO\u2022 as the Chain Carrier for the Autocatalytic Photooxidation of Benzylic Alcohols"],"prefix":"10.3390","volume":"29","author":[{"given":"Xiao-Yu","family":"Wang","sequence":"first","affiliation":[{"name":"School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Huan-E","family":"Lao","sequence":"additional","affiliation":[{"name":"School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hao-Yue","family":"Zhang","sequence":"additional","affiliation":[{"name":"School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yi","family":"Wang","sequence":"additional","affiliation":[{"name":"School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Qing","family":"Zhang","sequence":"additional","affiliation":[{"name":"School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jie-Qing","family":"Wu","sequence":"additional","affiliation":[{"name":"School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1071-3915","authenticated-orcid":false,"given":"Yu-Feng","family":"Li","sequence":"additional","affiliation":[{"name":"School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1914-4288","authenticated-orcid":false,"given":"Hong-Jun","family":"Zhu","sequence":"additional","affiliation":[{"name":"School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jian-You","family":"Mao","sequence":"additional","affiliation":[{"name":"School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yi","family":"Pan","sequence":"additional","affiliation":[{"name":"School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2024,7,22]]},"reference":[{"key":"ref_1","unstructured":"Backvall, J.E. 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