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
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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