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Short synthesis of alkyl-substituted acenes using carbonyl-directed C-h and C-o functionalization |
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| Authors: | Daiki Matsumura Kentaroh Kitazawa Seiya Terai Takuya Kochi Yutaka Ie Masashi Nitani Yoshio Aso Fumitoshi Kakiuchi |
| Institution: | Department of Chemistry, Faculty of Science and Technology, Keio University , 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa, 223-8522, Japan, and The Institute of Science and Industrial Research (ISIR), Osaka University , 8-1,7 Mihogaoka, Ibaraki, Osaka 567-0047, Japan. |
| Abstract: | A convenient method for the synthesis of tetraalkylanthracenes and -pentacenes by means of ruthenium-catalyzed regioselective C-H alkylation of the corresponding acenequinones was developed. Dialkyldiarylpentacene was also synthesized using chemoselective tandem C-H alkylation/C-O arylation of dimethoxypentacenequinone. It was suggested that a tetraalkylpentacene is stable under air in the dark and possesses an appropriate HOMO level as active material for p-type organic field-effect transistors (OFETs). |
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