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Poly(vinylpyridine)‐Grafted Silica Containing Palladium or Nickel Nanoparticles as Heterogeneous Catalysts for the Sonogashira Coupling Reaction
Author(s) -
Farjadian Fatemeh,
Tamami Bahman
Publication year - 2014
Publication title -
chempluschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.801
H-Index - 61
ISSN - 2192-6506
DOI - 10.1002/cplu.201402169
Subject(s) - sonogashira coupling , palladium , phenylacetylene , catalysis , phosphine , nickel , aryl , coupling reaction , nanoparticle , amine gas treating , chemistry , copper , mesoporous silica , materials science , inorganic chemistry , polymer chemistry , organic chemistry , nanotechnology , mesoporous material , alkyl
Efficient catalytic systems based on palladium and nickel nanoparticles supported on poly(4‐vinylpyridine) (P4VPy)‐grafted silica were prepared. After preparation of P4VPy‐grafted silica, complexation with PdCl 2 and NiCl 2 was carried out to obtain the heterogeneous catalytic systems. Scanning and transmission electron microscopy (SEM and TEM) showed that palladium and nickel particles on the nanoscale were dispersed throughout the surface. Under copper‐, amine‐, and phosphine‐free conditions, the palladium catalyst exhibited excellent activity in the Sonogashira cross‐coupling reaction. An amine‐ and phosphine‐free nickel‐catalyzed Sonogashira reaction in the presence of CuI as a cocatalyst was also performed successfully. In both systems phenylacetylene reacted with aryl iodides, bromides, and chlorides in high yield and over short reaction times.