Palladium(II)-N-Heterocyclic Carbene Complexes: Efficient Catalysts for the Direct C-H Bond Arylation of Furans with Aryl Halides
APPLIED ORGANOMETALLIC CHEMISTRY, vol.32, no.7, 2018 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Volume: 32 Issue: 7
- Publication Date: 2018
- Doi Number: 10.1002/aoc.4399
- Journal Name: APPLIED ORGANOMETALLIC CHEMISTRY
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Keywords: benzimidazolium salt, direct C-H bond arylation, furan, N-Heterocyclic carbene, palladium, INTERMOLECULAR DIRECT ARYLATION, CROSS-COUPLING REACTIONS, PALLADIUM, INHIBITION, FUNCTIONALIZATION, ACTIVATION, CHLORIDES, HETEROAROMATICS, HETEROARENES, C3-ARYLATION
- Inonu University Affiliated: Yes
Abstract
This paper contains the synthesis and characterization of the seven new benzimidazolium salts and their corresponding new palladium(II)-NHC complexes with the general formula [PdX2(NHC)(2)], (NHC=N-heterocyclic carbene, X=Cl or Br), and also their catalytic activity in direct C-H bond arylation of 2-substituted furan derivatives with aryl bromides and aryl chlorides. Under the optimal conditions, these palladium(II)-NHC complexes showed the good catalytic performance for the direct C-H bond arylation of 2-substituted furans with (hetero)aryl bromides, and with readily available and inexpensive aryl chlorides. The C-H bond arylation regioselectively produced C5-arylated furans by using 1mol% of the palladium(II)-NHC catalysts in moderate to high yields.