Visible-Light Photoredox Catalyzed Formation of Triarylethylenes Using a Low-Cost Photosensitizer
Visible-light photoredox catalysis using biacetyl (<b>BA</b>) as a low-cost photosensitizer enables the efficient formation of triarylethylenes (TAEs) via a Mizoroki–Heck-type coupling. The reaction proceeds efficiently in acetonitrile upon blue LED irradiation under anaerobic conditions...
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| Format: | Article |
| Language: | English |
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MDPI AG
2025-05-01
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| Series: | Photochem |
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| Online Access: | https://www.mdpi.com/2673-7256/5/2/13 |
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| author | Daniel Álvarez-Gutiérrez Paola Domínguez Domínguez Raúl Pérez-Ruiz David Díaz Díaz M. Consuelo Jiménez |
| author_facet | Daniel Álvarez-Gutiérrez Paola Domínguez Domínguez Raúl Pérez-Ruiz David Díaz Díaz M. Consuelo Jiménez |
| author_sort | Daniel Álvarez-Gutiérrez |
| collection | DOAJ |
| description | Visible-light photoredox catalysis using biacetyl (<b>BA</b>) as a low-cost photosensitizer enables the efficient formation of triarylethylenes (TAEs) via a Mizoroki–Heck-type coupling. The reaction proceeds efficiently in acetonitrile upon blue LED irradiation under anaerobic conditions. Alternatively, supramolecular viscoelastic gels have also been explored as reaction media, allowing the possibility of working under aerobic atmosphere. Mechanistic investigations by means of transient absorption spectroscopy and quenching experiments support a charge-separated intermediate pathway. Reaction quantum yield measurements further validate the efficiency of <b>BA</b>, demonstrating its potential as an alternative to transition-metal catalysts. Overall, this work presents a sustainable and scalable strategy for TAEs synthesis, integrating photoredox catalysis with soft material engineering. These findings pave the way for broader applications in green chemistry and functional materials. |
| format | Article |
| id | doaj-art-e83ee2272ea8446a84d2605b9e7231f8 |
| institution | Kabale University |
| issn | 2673-7256 |
| language | English |
| publishDate | 2025-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Photochem |
| spelling | doaj-art-e83ee2272ea8446a84d2605b9e7231f82025-08-20T03:29:48ZengMDPI AGPhotochem2673-72562025-05-01521310.3390/photochem5020013Visible-Light Photoredox Catalyzed Formation of Triarylethylenes Using a Low-Cost PhotosensitizerDaniel Álvarez-Gutiérrez0Paola Domínguez Domínguez1Raúl Pérez-Ruiz2David Díaz Díaz3M. Consuelo Jiménez4Departamento de Química, Universitat Politècnica de València, Camino de Vera s/n, 46022 Valencia, SpainAFM-NANO, Instituto Universitario de Bio-Orgánica Antonio González (IUBO-AG), Universidad de La Laguna, Avda. Astrofísico Francisco Sánchez 2, 38206 La Laguna, SpainDepartamento de Química, Universitat Politècnica de València, Camino de Vera s/n, 46022 Valencia, SpainAFM-NANO, Instituto Universitario de Bio-Orgánica Antonio González (IUBO-AG), Universidad de La Laguna, Avda. Astrofísico Francisco Sánchez 2, 38206 La Laguna, SpainDepartamento de Química, Universitat Politècnica de València, Camino de Vera s/n, 46022 Valencia, SpainVisible-light photoredox catalysis using biacetyl (<b>BA</b>) as a low-cost photosensitizer enables the efficient formation of triarylethylenes (TAEs) via a Mizoroki–Heck-type coupling. The reaction proceeds efficiently in acetonitrile upon blue LED irradiation under anaerobic conditions. Alternatively, supramolecular viscoelastic gels have also been explored as reaction media, allowing the possibility of working under aerobic atmosphere. Mechanistic investigations by means of transient absorption spectroscopy and quenching experiments support a charge-separated intermediate pathway. Reaction quantum yield measurements further validate the efficiency of <b>BA</b>, demonstrating its potential as an alternative to transition-metal catalysts. Overall, this work presents a sustainable and scalable strategy for TAEs synthesis, integrating photoredox catalysis with soft material engineering. These findings pave the way for broader applications in green chemistry and functional materials.https://www.mdpi.com/2673-7256/5/2/13biacetylphotoredox catalysisvisible lighttriarylethylenesgel medium |
| spellingShingle | Daniel Álvarez-Gutiérrez Paola Domínguez Domínguez Raúl Pérez-Ruiz David Díaz Díaz M. Consuelo Jiménez Visible-Light Photoredox Catalyzed Formation of Triarylethylenes Using a Low-Cost Photosensitizer Photochem biacetyl photoredox catalysis visible light triarylethylenes gel medium |
| title | Visible-Light Photoredox Catalyzed Formation of Triarylethylenes Using a Low-Cost Photosensitizer |
| title_full | Visible-Light Photoredox Catalyzed Formation of Triarylethylenes Using a Low-Cost Photosensitizer |
| title_fullStr | Visible-Light Photoredox Catalyzed Formation of Triarylethylenes Using a Low-Cost Photosensitizer |
| title_full_unstemmed | Visible-Light Photoredox Catalyzed Formation of Triarylethylenes Using a Low-Cost Photosensitizer |
| title_short | Visible-Light Photoredox Catalyzed Formation of Triarylethylenes Using a Low-Cost Photosensitizer |
| title_sort | visible light photoredox catalyzed formation of triarylethylenes using a low cost photosensitizer |
| topic | biacetyl photoredox catalysis visible light triarylethylenes gel medium |
| url | https://www.mdpi.com/2673-7256/5/2/13 |
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