Elisa De Marchi, Alessia Marino, Fabiana Fosso, Natalia Ceccotti Vlas, Davide Piccinino, Eliana Capecchi, Lorenzo Botta, Marcello Crucianelli, Raffaele Saladino
{"title":"Photochemistry of Resveratrol: Beyond the Reactivity of Metal-Free Porphyrins Immobilized on Lignin","authors":"Elisa De Marchi, Alessia Marino, Fabiana Fosso, Natalia Ceccotti Vlas, Davide Piccinino, Eliana Capecchi, Lorenzo Botta, Marcello Crucianelli, Raffaele Saladino","doi":"10.1002/cptc.202500073","DOIUrl":null,"url":null,"abstract":"<p>The photochemistry of resveratrol with singlet oxygen (<sup>1</sup>O<sub>2</sub>) under blue-LED irradiation is explored in the presence of three metal-free porphyrins as photosensitizers. Irradiation at 450 nm yields products of CC bond scission, 6-electron electrocyclic ring closure, and [4 + 2] cycloaddition, including benzaldehydes, 2,4,6-trihydroxyphenanthrene, and resveratrol cyclic endoperoxide. The selectivity of the process is controlled by the structure of the metal-free porphyrin and by the nominal capacity of the blue-LED photon. The scope of the reaction is extended to sustainable heterogeneous photosensitizers produced by immobilization of metal-free porphyrins on lignin, the most abundant polyphenol in nature characterized by beneficial photochemical properties.</p>","PeriodicalId":10108,"journal":{"name":"ChemPhotoChem","volume":"9 9","pages":""},"PeriodicalIF":3.0000,"publicationDate":"2025-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/cptc.202500073","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"ChemPhotoChem","FirstCategoryId":"92","ListUrlMain":"https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cptc.202500073","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
引用次数: 0
Abstract
The photochemistry of resveratrol with singlet oxygen (1O2) under blue-LED irradiation is explored in the presence of three metal-free porphyrins as photosensitizers. Irradiation at 450 nm yields products of CC bond scission, 6-electron electrocyclic ring closure, and [4 + 2] cycloaddition, including benzaldehydes, 2,4,6-trihydroxyphenanthrene, and resveratrol cyclic endoperoxide. The selectivity of the process is controlled by the structure of the metal-free porphyrin and by the nominal capacity of the blue-LED photon. The scope of the reaction is extended to sustainable heterogeneous photosensitizers produced by immobilization of metal-free porphyrins on lignin, the most abundant polyphenol in nature characterized by beneficial photochemical properties.
ChemPhotoChemChemistry-Physical and Theoretical Chemistry
CiteScore
5.80
自引率
5.40%
发文量
165
期刊介绍:
Light plays a crucial role in natural processes and leads to exciting phenomena in molecules and materials. ChemPhotoChem welcomes exceptional international research in the entire scope of pure and applied photochemistry, photobiology, and photophysics. Our thorough editorial practices aid us in publishing authoritative research fast. We support the photochemistry community to be a leading light in science.
We understand the huge pressures the scientific community is facing every day and we want to support you. Chemistry Europe is an association of 16 chemical societies from 15 European countries. Run by chemists, for chemists—we evaluate, publish, disseminate, and amplify the scientific excellence of chemistry researchers from around the globe.