Issue 36, 2011
From the journal:

Chemical Communications

Synthesis of pentacene-, tetracene- and anthracene bisimides using double-cyclization reaction mediated by bismuth(iii) triflate†

Shuhei Katsuta,a   Kazuki Tanaka,a   Yukihiro Maruya,b   Shigeki Mori,c   Sadahiro Masuo,de   Tetsuo Okujima,f   Hidemitsu Uno,f   Ken-ichi Nakayamabe  and  Hiroko Yamada*ae  

* Corresponding authors

a Graduate School of Materials Science, Nara Institute of Science and Technology, Ikoma, Japan
E-mail: hyamada@ms.naist.jp
Fax: +81-743-72-6042
Tel: +81-743-72-6041

b Department of Electrical Devices, Graduate School of Science and Engineering, Yamagata University, Yonezawa, Japan

c Department of Molecular Science, Integrated Center for Sciences, Ehime University, Matsuyama 790-8577, Japan

d Department of Chemistry, School of Science and Technology, Kwansei Gakuin University, Sanda, Japan

e CREST, JST, Chiyoda-ku, Japan

f Department of Chemistry and Biology, Graduate School of Science and Engineering, Ehime University, Matsuyama, Japan

Abstract

Novel bisimide-fused acenes were synthesized viabismuth triflate mediated double-cyclization reaction of acid chlorides and isocyanates. Their optical and electrical properties revealed significantly smaller HOMO–LUMO gaps compared with those of their parent acenes. Fabricated OFET based on tetracene bisimide showed n-type OFET outputs.

Graphical abstract: Synthesis of pentacene-, tetracene- and anthracene bisimides using double-cyclization reaction mediated by bismuth(iii) triflate

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Article information

DOI
https://doi.org/10.1039/C1CC13980K
Article type
Communication
Submitted
04 Jul 2011
Accepted
26 Jul 2011
First published
11 Aug 2011

Chem. Commun., 2011,47, 10112-10114

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Synthesis of pentacene-, tetracene- and anthracene bisimides using double-cyclization reaction mediated by bismuth(III) triflate

S. Katsuta, K. Tanaka, Y. Maruya, S. Mori, S. Masuo, T. Okujima, H. Uno, K. Nakayama and H. Yamada, Chem. Commun., 2011, 47, 10112 DOI: 10.1039/C1CC13980K

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