Photoinduced intramolecular cyclization of 9-(.OMEGA.-anilinoalkyl)phenanthrenes.

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概要

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• Photoreactions of a series of compounds of the type 9-phenanthryl–A–CH<SUB>2</SUB>NHC<SUB>6</SUB>H<SUB>5</SUB>[–A–=<I>o</I>-phenylene (<B>1b</B>), –(CH<SUB>2</SUB>)<SUB>2</SUB>– (<B>1c</B>), –(CH<SUB>2</SUB>)<SUB>3</SUB>– (<B>1d</B>), –(CH<SUB>2</SUB>)<SUB>4</SUB>– (<B>1e</B>), –CH<SUB>2</SUB>– (<B>1f</B>)] in benzene were studied. From <B>1b</B>–<B>d</B>, the spiro compounds are obtained by an intramolecular <I>cis</I>-addition of the N–H function to the C<SUB>9</SUB>, C<SUB>10</SUB>-double bond of the phenanthrene ring. These photoproducts can be converted to the starting materials by treating with trifluoroacetic acid or heating above their melting temperatures. The mechanistic features of these reactions are described.

• 公益社団法人 日本化学会の論文

著者

• SAKAMOTO Satoshi

  Department of Biological Information, Graduate School of Bioscience and Biotechnology, Tokyo Institu

• Otsuji Yoshio

  Department Of Applied Chemistry College Of Engineering University Of Osaka Prefecture

• Sugimoto Akira

  Department Of Cardiology Saiseikai Ibaraki Hospital

• Yoneda Shigeo

  Department of Synthetic Chemistry, Kyoto University

• Urakawa Keiji

  Department of Applied Chemistry, University of Osaka Prefecture

• Sumi Katsumi

  Department of Applied Chemistry, University of Osaka Prefecture

• Ikemura Mamoru

  Department of Applied Chemistry, University of Osaka Prefecture

• Sakamoto Satoshi

  Department of Applied Chemistry, University of Osaka Prefecture

• Sugimoto Akira

  Department of Applied Chemistry, College of Engineering, University of Osaka Prefecture

• Yoneda Shigeo

  Department of Applied Chemistry, College of Engineering, University of Osaka Prefecture

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