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Synthesis and Diels−Alder Reactions of 1,2-Dimethylene[2.n]metacyclophanes

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posted on 2005-01-06, 00:00 authored by Takehiko Yamato, Shinpei Miyamoto, Tohru Hironaka, Yoshinori Miura
The Diels−Alder reaction of 1,2-dimethylene[2.n]MCPs (MCP = metacyclophane) with suitable dienophiles followed by aromatization and photoinduced or FeCl3-induced transannular cyclization afforded phenanthrene-anellated polycyclic aromatic hydrocarbons, which were found to adopt helical chirality in the solid state.

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