Dichromatic Photocatalytic Substitutions of Aryl Halides with a Small Organic Dye
- Neumeier, M. 1
- Sampedro, D. 1
- Májek, M. 1
- de la Peña O'Shea, V.A. 3
- Jacobi von Wangelin, A. 13
- Pérez-Ruiz, R. 3
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1
Universidad de La Rioja
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2
University of Hamburg
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3
Instituto IMDEA Energía
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ISSN: 0947-6539
Año de publicación: 2018
Volumen: 24
Número: 1
Páginas: 105-108
Tipo: Artículo
Otras publicaciones en: Chemistry - A European Journal
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Resumen
Photocatalytic bond activations are generally limited by the photon energy and the efficiency of energy and electron transfer processes. Direct two-photon processes provide sufficient energy but the ultra-short lifetimes of the excited states prohibit chemical reactions. The commercial dye 9,10-dicyanoanthracene enabled photocatalytic aromatic substitutions of non-activated aryl halides. This reaction operates under VIS-irradiation via sequential photonic, electronic, and photonic activation of the simple organic dye. The resultant highly reducing excited photocatalyst anion readily effected C−H, C−C, C−P, C−S, and C−B bond formations. Detailed synthetic, spectroscopic, and theoretical studies support a biphotonic catalytic mechanism. © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim