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Readily accessible mesoporous silica nanoparticles supported chiral urea-amine bifunctional catalysts for enantioselective reactions

Gok, Yasar; Aykut, Irem Tutkum; Gok, Halil Zeki


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{
  "DOI": "10.1002/aoc.6015", 
  "abstract": "The main objective of this study is to develop readily accessible and recyclable solid catalysts for enantioselective reactions. To achieve this, magnetic MCM-41 and non-magnetic SBA-15 mesoporous supports were prepared, then mesoporous silica supported chiral urea-amine bifunctional catalysts were synthesized by grafting of chiral urea-amine ligand onto SBA-15 and magnetic MCM-41. The magnetic and non-magnetic supports and so-prepared solid catalysts were characterized by using different methods such as N(2)sorption measurements, Fourier transform infrared spectroscopy (FT-IR), field emission scanning electron microscope-energy dispersive X-ray analysis (FESEM-EDX), X-ray diffraction (XRD), and thermogravimetric analysis (TGA). Results showed that (1R, 2R) or (1S, 2S)-1,2-diphenylethane-1,2-diamine was successively immobilized onto magnetic MCM-41 and SBA-15 pores. The heterogeneous chiral solid catalysts and their homogenous counterparts exhibited high activities both enantioselective transfer hydrogenation reaction (up to 99% conversion and 65%ee) and enantioselective Michael reaction (up to 98% conversion and 26%ee). Moreover, the SBA-15 supported solid catalysts were separated from the reaction mixture by simple filtration, whereas the magnetic MCM-41 supported solid catalysts were separated by simple magnetic decantation and reused in three consecutive catalytic experiments.", 
  "author": [
    {
      "family": "Gok", 
      "given": " Yasar"
    }, 
    {
      "family": "Aykut", 
      "given": " Irem Tutkum"
    }, 
    {
      "family": "Gok", 
      "given": " Halil Zeki"
    }
  ], 
  "container_title": "APPLIED ORGANOMETALLIC CHEMISTRY", 
  "id": "5553", 
  "issue": "12", 
  "issued": {
    "date-parts": [
      [
        2020, 
        1, 
        1
      ]
    ]
  }, 
  "title": "Readily accessible mesoporous silica nanoparticles supported chiral urea-amine bifunctional catalysts for enantioselective reactions", 
  "type": "article-journal", 
  "volume": "34"
}
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