Synthesis and reactions of o-naphthothioquinone methides.

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概要

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• Photochemical reactions of naphtho[1,2-<I>c</I>][1,2]dithiole-3-thione (<B>7</B>), naphtho[2,1-<I>c</I>][1,2]dithiole-1-thione (<B>10</B>), and naphtho[2,3-<I>c</I>][1,2]dithiole-3-thione (<B>16</B>) with cyclohexene and 2,3-dimethyl-2-butene afford the corresponding naphthothioquinone methides. The thioquinone methide from <B>7</B> exists only as a monomeric form and is the first isolable <I>o</I>-thioquinone methide, while that from <B>16</B> exists as a dimer of [4+4] type in the solid state although the chemical behavior suggests the presence of a monomeric form in solution to a very minor extent. In the case of the thioquinone methide from <B>10</B>, there exists an equilibrium between a monomer and a dimer of [4+2] type. Some cycloadditions of these thioquinone methides are also described.

• 公益社団法人 日本化学会の論文

著者

• Kang Kyung-tae

  Department Of Chemistry And Chemistry Institute For Functional Materials Pusan National University

• Inamoto Naoki

  Department Of Chemistry Graduate School Of Science The University Of Tokyo

• Okazaki Renji

  Department Of Chemical And Biological Sciences Faculty Of Science Japan Women's University

• Sunagawa Kazuhiko

  Department of Chemistry, Faculty of Science, The University of Tokyo

• Kotera Mitsuharu

  Department of Chemistry, Faculty of Science, The University of Tokyo

• Kang Kyung-Tae

  Department of Chemistry, Faculty of Science, The University of Tokyo

• Inamoto Naoki

  Department of Chemistry and Research Centre for Spectrochemistry, Faculty of Science, The University of Tokyo

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