Novel fluorinated benzimidazole-based N-heterocyclic carbene precursor and its silver (I) and selenium adducts: synthesis, spectral characterization, DFT/TD-DFT, QTAIM, and in silico ADME investigations
Küçük Resim Yok
Tarih
2025
Yazarlar
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Taylor & Francis Ltd
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
N-heterocyclic carbenes (NHCs) are a highly versatile type of ligand, offering a unique ability to modify their electronic and steric characteristics with relative ease. In light of the encouraging outcomes observed with fluorinated NHCs in pharmacological applications, this study aims to explore the potential of a novel fluorinated benzimidazole-based NHC precursor (1) and its associated silver(I) (2) and selenium adducts (3). The syntheses of compounds were conducted in inert atmosphere using the Schlenk technique. The characterization of synthesized compounds was carried out using a combination of spectroscopic methods, including 1H,13C,19F NMR, FT-IR, and UV-vis spectroscopy. Furthermore, DFT calculations were conducted on compounds 1-3 with the aim of gaining insight into reactivity trends, donor-acceptor interactions, and physicochemical properties. This approach also served to provide additional validation of the experimental data obtained for these compounds. In terms of structural parameters and spectroscopic characterization, the experimental and computational data were found to be compatible. To determine the main binding areas and weak interactions of 1-3, QTAIM analyses were utilized. Given the importance of benzimidazole derivatives as a heterocyclic motif with activity across a range of pharmaceutical applications, an investigation was also conducted into the ADME characteristics of the synthesized compounds.
Açıklama
Anahtar Kelimeler
Ag-NHC complex, Se-NHC, DFT calculation, reactivity indices, ADME
Kaynak
Journal of Coordination Chemistry
WoS Q Değeri
Q3
Scopus Q Değeri
Q3
Cilt
78
Sayı
9
