Reductive C(sp^3)–C(sp^3) homo-coupling of benzyl or allyl halides with H_2 using a water-soluble electron storage catalyst

  • Yatabe, Takeshi
    Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University International Institute for Carbon-Neutral Energy Research (WPI-I2CNER), Kyushu University Center for Small Molecule Energy, Kyushu University
  • Futakuchi, Sayaka
    Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University
  • Miyazawa, Keishi
    Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University
  • Shimauchi, Daiki
    Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University
  • Takahashi, Yukina
    Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University International Institute for Carbon-Neutral Energy Research (WPI-I2CNER), Kyushu University
  • Yoon, Ki-Seok
    Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University International Institute for Carbon-Neutral Energy Research (WPI-I2CNER), Kyushu University Center for Small Molecule Energy, Kyushu University
  • Nakai, Hidetaka
    Department of Applied Chemistry, Faculty of Science and Engineering, Kindai University
  • Ogo, Seiji
    Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University International Institute for Carbon-Neutral Energy Research (WPI-I2CNER), Kyushu University Center for Small Molecule Energy, Kyushu University

Bibliographic Information

Other Title
  • Reductive C(sp<sup>3</sup>)–C(sp<sup>3</sup>) homo-coupling of benzyl or allyl halides with H<sub>2</sub> using a water-soluble electron storage catalyst

Description

This paper reports the first example of a reductive C(sp^3)–C(sp^3) homo-coupling of benzyl/allyl halides in aqueous solution by using H_2 as an electron source {turnover numbers (TONs) = 0.5–2.3 for 12 h}. This homo-coupling reaction, promoted by visible light, is catalysed by a water-soluble electron storage catalyst (ESC). The reaction mechanism, and four requirements to make it possible, are also described.

Journal

  • RSC Advances

    RSC Advances 11 (62), 39450-39454, 2021-12-09

    Royal Society of Chemistry (RSC)

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