Asymmetric Hydroformylation of Olefins in Highly Crosslinked Polymer Matrixes.

  • Nozaki Kyoko
    Department of Material Chemistry, Graduate School of Engineering, Kyoto University
  • Shibahara Fumitoshi
    Department of Material Chemistry, Graduate School of Engineering, Kyoto University
  • Itoi Yohei
    Department of Material Chemistry, Graduate School of Engineering, Kyoto University
  • Shirakawa Eiji
    Department of Material Chemistry, Graduate School of Engineering, Kyoto University
  • Ohta Tetsuo
    Department of Material Chemistry, Graduate School of Engineering, Kyoto University
  • Takaya Hidemasa
    Department of Material Chemistry, Graduate School of Engineering, Kyoto University
  • Hiyama Tamejiro
    Department of Material Chemistry, Graduate School of Engineering, Kyoto University

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When polymer-immobilized chiral phosphine-phosphite–Rh(I) complexes were used, the asymmetric hydroformylation of styrene gave 2- and 3-phenylpropanals with a substrate/catalyst ratio of 2000, iso/normal ratios of 84/16 to 89/11, and 89% R enantiomeric excess of 2-phenylpropanal; these results were at the highest level in catalytic activity, regio-, and enantioselectivities. Recovery-reuse of the catalyst was examined. Asymmetric hydroformylation of vinyl acetate, (Z)-2-butene, and 3,3,3-trifluoropropene was also successfully performed with the polymer-supported catalysts.

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