A Thiacalix[3]pyridine Copper(I) Complex as a Highly Active Catalyst for the Olefin Aziridination Reaction

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  • Yuhei Tsukahara
    Department of Material Science, Graduate School of Science, Osaka City University
  • Masakazu Hirotsu
    Department of Material Science, Graduate School of Science, Osaka City University
  • Shin-ichi Hattori
    Department of Material Science, Graduate School of Science, Osaka City University
  • Yoshinosuke Usuki
    Department of Material Science, Graduate School of Science, Osaka City University
  • Isamu Kinoshita
    Department of Material Science, Graduate School of Science, Osaka City University

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Abstract

<jats:title>Abstract</jats:title> <jats:p>A copper(I) complex with thiacalix[3]pyridine, [Cu(Py3S3)]2(PF6)2, is a competent catalyst for aziridination of olefins. The reaction of styrene (1 equiv) with PhI=NTs (1 equiv) at 20 °C produced N-(p-toluenesulfonyl)-2-phenylaziridine (71%, turnover number = 55) in the presence of 1.2 mol % catalyst under aerobic conditions. The turnover number increased up to 350 with a 0.12 mol % catalyst and a 5:1 styrene/PhI=NTs ratio in 41% yield.</jats:p>

Journal

  • Chemistry Letters

    Chemistry Letters 37 (4), 452-453, 2008-03-15

    Oxford University Press (OUP)

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