Sequential Electrophilic and Photochemical Cyclizations from Bis(bithienyl)acetylene to a Tetrathienonaphthalene Core

Photoirradiation of bis(bithienyl)acetylenes in the presence of iodine undergoes sequential electrophilic and photochemical cyclizations to produce tetrathienonaphthalenes (TTN) in one pot. The TTN framework is readily transformed into cruciform π-extended derivatives, which form ordered nano/micros...

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Bibliographic Details
Published in:Organic letters 2013-01, Vol.15 (1), p.80-83
Main Authors: Dou, Chuandong, Saito, Shohei, Gao, Libin, Matsumoto, Naoki, Karasawa, Takashi, Zhang, Hongyu, Fukazawa, Aiko, Yamaguchi, Shigehiro
Format: Article
Language:English
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Summary:Photoirradiation of bis(bithienyl)acetylenes in the presence of iodine undergoes sequential electrophilic and photochemical cyclizations to produce tetrathienonaphthalenes (TTN) in one pot. The TTN framework is readily transformed into cruciform π-extended derivatives, which form ordered nano/microstructures.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol303107y