An Efficient Protocol for Palladium N-Heterocyclic Carbene-Catalysed Suzuki-Miyaura Reaction at room temperature

AKKOÇ M., IMIK F., YAŞAR S., DORCET V., roisnel T., BRUNEAU C., ...Daha Fazla

CHEMISTRYSELECT, cilt.2, sa.20, ss.5729-5734, 2017 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 2 Sayı: 20
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1002/slct.201701354
  • Dergi Adı: CHEMISTRYSELECT
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.5729-5734
  • Anahtar Kelimeler: C-C bond formation, N-Heterocyclic carbene, palladium, Suzuki-Miyaura coupling, CROSS-COUPLING REACTION, ORTHO-SUBSTITUTED BIARYLS, PD-PEPPSI-IPENT, LIGAND-FREE, ARYL CHLORIDES, AQUEOUS-MEDIA, BOND FORMATION, COMPLEXES SYNTHESIS, PHENYLBORONIC ACID, ARYLBORONIC ACIDS
  • İnönü Üniversitesi Adresli: Evet

Özet

The palladium-N-heterocyclic carbene complexes have been synthesised from 1,3-bis-(N-alkyl) benzimidazolium salts and catalytic activity of complexes have been tested on Suzuki-Miyaura coupling reaction for aryl bromides with substituted arylboronic acids at room temperature in i-PrOH/water. Structural characterisation of palladium complex 2b was determined by x-ray crystallography. A convenient and effective protocol has been evolved that has several superior advantages, including very low catalyst loading, vide range of substrate tolerance, excellent yields, room temperature, totally green solvents, short reaction times, up to 59750 h(-1) TOF (Turn Over Frequency) value with aryl bromide substrates and very simple procedure.