BAHMAN TAMAMI, FATEMEH NOWROOZI DODEJI, SOHEILA GHASEMI

8096

Palladium nanoparticles supported on modified polystyrene resin as a polymeric catalyst for Sonogashira-Hagihara coupling reactions

Pd(0) nanoparticles supported on modified crosslinked polystyrene were synthesized and characterized. Crosslinked polystyrene was reacted with trioxane and chlorotrimethylsilane in the presence of SnCl$_{4}$ to form Merrifield resin. The Merrifield resin was then converted to polymer-bound $\beta $-aminoalcohol and subsequently to $\beta$-aminophosphinite ligand. This polymeric ligand was reacted with PdCl$_{2}$ to obtain a polymeric Pd(0) complex. The TEM image of the Pd catalyst showed good dispersion of catalytic sites. The Pd catalyst exhibits excellent activity and stability in copper-free Sonogashira-Hagihara cross-coupling reactions under aerobic conditions. This protocol can be applied efficiently to the coupling reactions of chloro- as well as iodo- and bromo-arenes. The catalyst can be reused several times without any considerable decrease in its activity.
Anahtar Kelimeler:

Merrifield support, palladium nanoparticle, Sonogashira coupling

Palladium nanoparticles supported on modified polystyrene resin as a polymeric catalyst for Sonogashira-Hagihara coupling reactions

Pd(0) nanoparticles supported on modified crosslinked polystyrene were synthesized and characterized. Crosslinked polystyrene was reacted with trioxane and chlorotrimethylsilane in the presence of SnCl$_{4}$ to form Merrifield resin. The Merrifield resin was then converted to polymer-bound $\beta $-aminoalcohol and subsequently to $\beta$-aminophosphinite ligand. This polymeric ligand was reacted with PdCl$_{2}$ to obtain a polymeric Pd(0) complex. The TEM image of the Pd catalyst showed good dispersion of catalytic sites. The Pd catalyst exhibits excellent activity and stability in copper-free Sonogashira-Hagihara cross-coupling reactions under aerobic conditions. This protocol can be applied efficiently to the coupling reactions of chloro- as well as iodo- and bromo-arenes. The catalyst can be reused several times without any considerable decrease in its activity.
Keywords:

Merrifield support, palladium nanoparticle, Sonogashira coupling,

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Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: 6
  • Yayıncı: TÜBİTAK
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