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Paper | Regular issue | Vol 51, No. 5, 1999, pp.1059-1065
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8483
Synthesis of [2.n]Thiophenophanes by Intramolecular [2+2] Photocycloaddition

Yosuke Nakamura, Masayoshi Kaneko, Teruo Shinmyozu, and Jun Nishimura*

*Department of Chemistry, Faculty of Engineering, Gunma University, 1-5-1 Tenjin-cho, Kiryu 376-8515, Japan


[2.n](2,5)Thiophenophanes (n = 3–5) having a cyclobutane ring were successfully synthesized by the intramolecular [2 + 2] photocycloaddition of α,ω-bis(5-vinyl-2-thienyl)alkanes. The yields, conformation, and dynamic behavior of the thiophenophanes were significantly dependent on the oligomethylene chain length, n.