Substituted NHC-PEPPSI-Pd(ii) complexes: synthesis, characterization, DFT calculations and catalytic application in thiazole C-H arylation
Küçük Resim Yok
Tarih
2026
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Royal Soc Chemistry
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
In this study, a series of functionalized benzimidazolium salts and their PEPPSI-type Pd(ii)NHC complexes 3a-g were synthesized and characterized by FT-IR, 1H NMR and 13C NMR spectroscopy, elemental analysis, and mass spectrometry. Quantum chemistry computations at the B3LYP/6-311G(d,p)/LANL2DZ level were used to examine the molecular structure, electronic characteristics, and chemical reactivity of the ligand and its Pd complex. The new salt and PEPPSI-type Pd-NHC complex were fully characterized by spectroscopic and analytical methods. Under the optimized reaction conditions, the catalytic activity of the NHC-PEPPSI-Pd(ii) complexes was tested by direct arylation of 2-n-propylthiazole and 4,5-dimethylthiazole with various aryl halides at 120 degrees C for 1 h and 3 h, respectively. It was observed that the palladium complexes gave high yields and were selective at the C5 and C2-positions of heteroaryl derivatives. Complex 3f, with an NHC substituted by a 3,4,5-trimethoxybenzyl group, showed the highest conversion probably due to the flexibility, electronic and mostly steric effects of this group.
Açıklama
Anahtar Kelimeler
Heterocyclic Carbene Complexes, Palladium-Peppsi Complexes, Protein-Protein, Suzuki-Miyaura, Structural-Characterization, Heteroaromatic-Compounds, Direct C5-Arylation, Crystal-Structure, Aryl Bromides, Basis-Sets
Kaynak
New Journal of Chemistry
WoS Q Değeri
Q3
Scopus Q Değeri
Q2
Cilt
50
Sayı
8
