2-methyl-1,4-benzodioxan-substituted bis(NHC)PdX2 complexes: Synthesis, characterization and the catalytic activity in the direct arylation reaction of some 2-alkyl-heterocyclic compounds


GÖK Y., AKTAŞ A., Sari Y., Erdogan H.

JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, vol.16, no.2, pp.423-433, 2019 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 16 Issue: 2
  • Publication Date: 2019
  • Doi Number: 10.1007/s13738-018-1512-y
  • Journal Name: JOURNAL OF THE IRANIAN CHEMICAL SOCIETY
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Page Numbers: pp.423-433
  • Keywords: N-Heterocyclic carbenes, Direct arylation, Butylfuran, Butylthiophene, 2-Isopropylthiazole, HETEROCYCLIC CARBENE COMPLEXES, H BOND ARYLATION, DIRECT C5 ARYLATION, NHC COMPLEXES, HECK

Abstract

Almost in all fields of chemistry, the C-C cross-coupling reactions such as the direct arylation reaction have attracted much attention and have advanced quickly in recent years due to the importance of environment-friendly properties. This study contains the synthesis of the 2-methyl-1,4-benzodioxan-substituted bis(NHC)PdX2 complexes and their catalytic activity in direct arylation reaction. The bis(NHC)PdX2 complexes have been prepared from the 2-methyl-1,4-benzodioxan-substituted Ag(I)NHC complexes via transmetallation method. The bis(NHC)PdX2 complexes have been characterized using H-1 NMR, C-13 NMR, FT-IR spectroscopy and elemental analysis techniques. The bis(NHC)PdX2 complexes have been examined as catalysts in the direct arylation reactions with 2-n-butylfuran, 2-n-butylthiophene and 2-isopropylthiazole, and have demonstrated excellent activity in these reactions.