Synthesis and Diels-Alder reactions of 1,2-dimethylene[2.n]metacyclophanes

Takehiko Yamato; Shinpei Miyamoto; Tohru Hironaka; Yoshinori Miura

doi:10.1021/ol0483403

Synthesis and Diels-Alder reactions of 1,2-dimethylene[2.n]metacyclophanes

Takehiko Yamato, Shinpei Miyamoto, Tohru Hironaka, Yoshinori Miura

Center of Advanced Instrumental Analysis

Research output: Contribution to journal › Article › peer-review

42 Citations (Scopus)

Abstract

(Chemical Equation Presented) 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.

Original language	English
Pages (from-to)	3-6
Number of pages	4
Journal	Organic letters
Volume	7
Issue number	1
DOIs	https://doi.org/10.1021/ol0483403
Publication status	Published - Jan 6 2005

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0483403

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abstract = "(Chemical Equation Presented) 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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AU - Miura, Yoshinori

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AB - (Chemical Equation Presented) 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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Synthesis and Diels-Alder reactions of 1,2-dimethylene[2.n]metacyclophanes

Abstract

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