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Azolium salts are stable sources of N-heterocyclic carbenes (NHCs), an emerging class of ligands. Due to prominent properties, they have versatile applications. In the current study, new bis-benzimidazolium salts and their silver complexes were synthesized and con rmed through spectroscopic analysis. Compounds were characterized using FT-IR, 1 H NMR, and 13 C NMR spectroscopies. Biological potentials of these compounds were investigated for antibacterial activity against both the gram-positive (Staphylococcus Aureus) and gram-negative (Escherichia Coli) strains. The salts L1 and L2 showed zone inhibition of 17 ± 1 and 13.33 ± 0.58 mm for S. Aureus and 8.83 ± 0.76 and 8.83 ± 0.58 mm for E. Coli, respectively. The respective silver complexes C1 and C2 showed better zone of inhibitions for both the strains, i.e., 18.67 ± 0.58 and 19.83 ± 0.29 mm for S. Aureus and 12.5 ± 0.5 and 14.33 ± 0.58 mm for E. Coli, respectively. The salts showed a good trend in scavenging concerning the increasing concentration and presented the IC 50 values in the range of 3.51 and 15.36 µg/mL, respectively, which showed that these compounds are good antioxidant agents. The Hemolytic potentential of compounds were checked and L2 was found least tixic with 7.37 ± 0.11 value.

N-heterocyclic carbenes (NHCs) are an eminent class of carbenes having a heterocyclic ring in which a divalent carbon atom is attached directly to a nitrogen atom. In the NHCs, the donation of lone pair is another important research in the dative bonding and not only in NHCs the dative bond plays a functionalized role in the other classes of complex formation like ylidones L → E ← L and carbones L → C ← L. M–NHC bond is L-M sigma-dative bond and NHCs are considered as strong sigma-donor ligands. The clear picture of the M–NHC bond can be better understood by M–NHC pi-interaction. M-L pi interaction is comprised of two steps. One is L → M sigma-donation and M → L π* back bonding. This dative donor nature of NHC and also its behavior in organoselenium is studied through DFT in which it’s optimized structure, bond lengths, molecular vibrations are calculated.