Optically active anti head-to-head coumarin dimer. Resolution, absolute configuration, and molecular structure.

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概要

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• (±)-<I>Anti</I> head-to-head coumarin dimer was successfully resolved into a pair of optically active forms in good yields and in high optical purity by the fractional crystallization of both lactone-opened diamides with optically active 1-phenylethylamine followed by hydrolysis and relactonization. The absolute configuration of (−)<SUB>589</SUB>-<I>anti</I> head-to-head coumarin dimer was confirmed to be (3<I>R</I>,3′<I>R</I>,4<I>R</I>,4′<I>R</I>) by X-ray crystal structure analysis, which showed puckering of the cyclobutane ring (32.5°) and some short nonbonded distances (2.15–2.60 Å).

• 公益社団法人 日本化学会の論文

著者

• NAKANISHI Hachiro

  Research Institute for Polymers and Textiles

• Yonezawa Noriyuki

  Department Of Chemistry Gunma University

• Saigo Kazuhiko

  Department Of Chemistry And Biotechnology Faculty Of Engineering The University Of Tokyo

• Hasegawa Masaki

  Department Of Materials Science And Technology Faculty Of Engineering Toin University Of Yokohama

• Ueno Katsuhiko

  Research Institute for Polymers and Textiles

• Sekimoto Kazuhiro

  Department of Synthetic Chemistry, Faculty of Engineering, The University of Tokyo

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