Interplay of the intermolecular and intramolecular interactions in stabilizing the thione-based copper(I) complexes and their significance in protecting the biomolecules against metal-mediated oxidative damage was written by Chalana, Ashish;Kumar Rai, Rakesh;Karri, Ramesh;Kumar Jha, Kunal;Kumar, Binayak;Roy, Gouriprasanna. And the article was included in Polyhedron in 2022.Synthetic Route of C8H8N2 This article mentions the following:
The synthesis, characterization, and x-ray structure of mono, tri, and polynuclear copper complexes of benzimidazole-based N-substituted thiones, BzMeSH (10) and BzOHSH (11), and N,N’-disubstituted, BzMeSMe (12) and BzOHSMe (13) are reported here. The x-ray structure analyses of the copper-thione complexes revealed that the coordination behavior and the geometry of the central metal ion in these complexes are significantly dependent on the type of the counteranion used in the reaction. For instance, the reactions of benzimidazole-based thiones with CuCl2 afforded mononuclear trigonal planar Cu(I) complexes 14, 15, 18, and 19. On contrast, upon reaction with CuSO4, 10 afforded the trinuclear copper complex 16, in which thione 10 acts as a bridging as well as terminal ligand, giving a six-membered Cu3S3 cluster. The chair-form of six-membered Cu3S3 ring is further stabilized by six intramol. H-bonding interactions, with overall stabilization energy of 19.28 kcal.mol-1, between the free NH group of 10 and O atom of the counteranion SO2-4. Whereas, when thione 10 was reacted with CuI, a 1-dimensional-polymeric chain-like copper complex 17 was obtained as a thermodynamically stable product, in which both 10 and iodine act as bridging ligand. The 3-dimensional network of complexes revealed that these copper-thione compounds are stabilized by the presence of various types of intermol. and intramol. H-bonding and π – π stacking interactions in the solid state. NBO anal. of the crystal geometries revealed that the strength of these interactions ranging from 0.14 to 5.67 kcal.mol-1. Also the N-substituted thiones have excellent reactive oxygen species (ROS) scavenging property and, thus, protect biomols. including DNA and protein against Cu(I)-mediated oxidative damage. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Synthetic Route of C8H8N2).
1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a Imidazole is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Synthetic Route of C8H8N2
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem