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Synfacts 2011(6): 0614-0614  
DOI: 10.1055/s-0030-1260404
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Cyanated Pentacene and Naphthacene as Air-Stable Acene Derivatives

Contributor(s): Timothy M. Swager, Joel Batson
S. Katsuta, D. Miyagi, H. Yamada*, T. Okujima, S. Mori, K.-i. Nakayama*, H. Uno
Ehime University, Matsuyama, Yamagata University, Yonezawa and CREST, Japan Science and Technology agency, Chiyoda-ku, Japan
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Publikationsdatum:
19. Mai 2011 (online)

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Significance

The authors report the synthesis of 5,12-dicyanonaphthacene and 6,13-dicyanopentacene. Responsible for significantly lowering LUMO levels, cyanation of the peri-positions is not facile due to the inherent synthetic difficulty of accessing substituted polyacene structures. DC-NAP and DC-PEN are also noteworthy targets for their simplicity, not requiring further substituents for increased air stability.