3,3′,5,5′-Tetra-tert-butyl-4,4′-diphenoquinone (DPQ)-Air as a New Organic Photocatalytic System: Use in the Oxidative Photocyclization of Stilbenes to Phenacenes
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Title: | 3,3′,5,5′-Tetra-tert-butyl-4,4′-diphenoquinone (DPQ)-Air as a New Organic Photocatalytic System: Use in the Oxidative Photocyclization of Stilbenes to Phenacenes |
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Authors: | Carrera, Manuel | Viuda, Mónica de la | Guijarro, Albert |
Research Group/s: | Nuevos Materiales y Catalizadores (MATCAT) |
Center, Department or Service: | Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica |
Keywords: | Photocatalysis | Solar light | Fused-ring aromatic system | Armchair junctions | Diphenoquinone | Phenacene |
Knowledge Area: | Química Orgánica |
Issue Date: | 19-Sep-2016 |
Publisher: | Georg Thieme Verlag |
Citation: | Synlett. 2016, 27(20): 2783-2787. doi:10.1055/s-0036-1588598 |
Abstract: | We report an organic photocatalytic system, namely 3,3′,5,5′-tetra-tert-butyl-4,4′-diphenoquinone (DPQ) and air, capable of coupling efficiently with the photocyclization of stilbenes to afford phenacenes. The potential of this new and mild process is shown with the synthesis of [5]- and [7]phenacene, two semiconductors recently implemented into organic electronic devices, with high yields and remarkable purity. |
Sponsor: | This work was generously supported by the Spanish Ministerio de Ciencia e innovación (CTQ2011-24165) and the Universidad de Alicante. MC thanks the VIDI of the UA for a predoctoral grant. |
URI: | http://hdl.handle.net/10045/61114 |
ISSN: | 0936-5214 (Print) | 1437-2096 (Online) |
DOI: | 10.1055/s-0036-1588598 |
Language: | eng |
Type: | info:eu-repo/semantics/article |
Rights: | © Georg Thieme Verlag Stuttgart · New York |
Peer Review: | si |
Publisher version: | http://dx.doi.org/10.1055/s-0036-1588598 |
Appears in Collections: | INV - MATCAT - Artículos de Revistas |
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Synlett_2016_Photocyclization_Phenacenes.pdf | Versión final (acceso restringido) | 699,13 kB | Adobe PDF | Open Request a copy |
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