Synthesis of novel benzimidazole salts and microwave-assisted catalytic activity of in situ generated Pd nanoparticles from a catalyst system consisting of benzimidazol salt, Pd(OAc)(2), and base in a Suzuki-Miyaura reaction

Yilmaz U., KÜÇÜKBAY H., TÜRKTEKİN ÇELİKESİR S., AKKURT M., Buyukgungor O.

TURKISH JOURNAL OF CHEMISTRY, cilt.37, sa.5, ss.721-733, 2013 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 37 Sayı: 5
  • Basım Tarihi: 2013
  • Doi Numarası: 10.3906/kim-1207-18
  • Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.721-733
  • Anahtar Kelimeler: Benzimidazole salt, N-heterocyclic carbenes, palladium nanoparticles, cross-coupling reaction, Suzuki-Miyaura coupling, microwave, CROSS-COUPLING REACTIONS, ARYL CHLORIDES, PALLADIUM NANOPARTICLES, HECK REACTIONS, C-C, HETEROCYCLIC CARBENES, COMPLEXES, PRECATALYSTS, WATER, PRECURSORS
  • İnönü Üniversitesi Adresli: Evet

Özet

Novel benzimidazolium salts having N-benzyl or N-(4-substitutedbenzyl) groups were synthesized and their microwave-promoted catalytic activity for the Suzuki-Miyaura cross-coupling reaction were determined using in situ formed palladium(0) nanoparticles (PdNPs) from a catalytic system consisting of Pd(OAc)(2)/K2CO3 in DMF/H2O. PdNPs were characterized by X-ray diffraction (XRD) pattern and particle size of in situ generated PdNPs from the Pd(111) plane was determined to be of diameter 19.6 nm by the Debye-Scherrer equation. Moreover, the yield of the Suzuki-Miyaura reactions with aryl iodides and aryl bromides was found to be nearly quantitative. The synthesized benzimidazole salts (1-5) were identified by H-1 and C-13 NMR and IR spectroscopic methods, and micro analysis. The molecular structure of 5 was also determined by X-ray crystallography.