Synthesis of 1,2,3,4,8,9,10,11‐Octasubstituted Pentacenequinone Derivatives and their Conversion into Substituted Pentacenes |
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Authors: | Shi Li Dr Lishan Zhou Dr Kiyohiko Nakajima Prof?Dr Ken‐ichiro Kanno Dr Tamotsu Takahashi Prof?Dr |
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Institution: | 1. Catalysis Research Center, Hokkaido University, Kita 21, Nishi 10, Kita‐ku, Sapporo 001‐0021 (Japan), Fax: (+81)?11‐706‐9150;2. Department of Chemistry, Aichi University of Education, Igaya, Kariya 448‐8542, Aichi (Japan) |
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Abstract: | A series of 1,2,3,4,8,9,10,11‐octasubstituted pentacenequinone derivatives were prepared by the oxidation of 1,2,3,4,8,9,10,11‐octasubstituted pentacenes, which were synthesized by the double homologation method. Oxidation of the pentacenes was carried out with H5IO6 or air and DDQ. These octasubstituted pentacenequinones were converted into 1,2,3,4,6,8,9,10,11,13‐decasubstituted or 2,3,6,9,10,13‐hexasubstituted pentacene derivatives by the introduction of aryl or alkynyl groups at the carbonyl carbons. The photophysical properties of these new pentacenes have been measured in solution, and the substituent effects are discussed. |
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Keywords: | NMR spectroscopy oxidation pentacenes polycycles quinones |
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