Journal
TURKISH JOURNAL OF CHEMISTRY
Volume 37, Issue 5, Pages 721-733Publisher
Tubitak Scientific & Technological Research Council Turkey
DOI: 10.3906/kim-1207-18
Keywords
Benzimidazole salt; N-heterocyclic carbenes; palladium nanoparticles; cross-coupling reaction; Suzuki-Miyaura coupling; microwave
Funding
- Inonu University Research Fund [BAPB-2010/124, 2010/125]
- Faculty of Arts and Sciences, Ondokuz Mayis University, Turkey (University Research Fund) [F.279]
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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.
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