Synthesis of 8‐hydroxyquinolium chloroacetate and synthesis of complexes derived from 8‐hydroxyquinoline, and characterization, density functional theory and biological studies

Abstract

8-Hydroxyquinolium chloroacetate (L 1 ) was synthesized and characterized. The results suggest that L 1 loses ethyl chloroacetate ion on coordination at low pH (2-5) and consequently it behaves as 8-hydoxyquinoline (L 2 ). Cu 2+ , Co 2+ , Pt 4+ , Pd 2+ , Au 3+ , Ag + and Nd 3+ complexes derived from L 2 have been synthesized and characterized using spectral, magnetic and thermal measurements. L 2 acts as a neutral bidentate ligand in the case of Cu 2+ , Co 2+ , Pt 4+ , Pd 2+ and Nd 3+ complexes and as a mononegative bidentate ligand in the case of Au 3+ and Ag + complexes. Octahedral geometry is proposed for Cu 2+ , Co 2+ (grey) and Pt 4+ complexes and square-planar for Co 2+ (green), Pd 2+ and Au 3+ complexes. The bond lengths, bond angles, chemical reactivities, binding energies and dipole moments for all compounds were evaluated using density functional theory and molecular electrostatic potential for L 1 . Superoxide dismutase radical scavenger-like activity and cytotoxic activity of the complexes towards HepG2 liver cancer cells has been screened. Cytotoxicity measurements show that Ag + and Pd 2+ complexes have the highest cytotoxic activity while L 1 , Cu 2+ , Co 2+ (grey), Co 2+ (green), Pt 4+ and Nd 3+ complexes have no cytotoxic activity.

Metal complexes of hydrazone–oxime derivative as promising in vitro antimicrobial agents against some fungal and bacterial strains

“…From Table 3, we are able to notice that there's an increase in the estimated binding energy of the complexes ( 2–12 ) compared with that of the hydrazone–oxime (H 2 L,1). This implies that the stability of the synthesized chelated compounds is larger than stability the hydrazone–oxime (H 2 L,1) 84 …”

“…The charge of atoms play a significant role in the calculations of quantum chemical parameters for a molecular system because of the charge of atoms effect on the polarizability, electronic structure, vibrational spectra, dipole moment, and other molecular system properties. 85 The information attained by Mulliken analysis revealed that the hydrogen atoms charge are positive (1.533 Â 10 À1 -4.251 Â 10 À1 a.u. ), due to their losing of electrons to the adjacent carbon atoms, while H-13 and H-16 have the extreme positive charge than the other hydrogen atoms because of their attachment to the electronegative atom (O-12 and N-15).…”

“…), due to their losing of electrons to the adjacent carbon atoms, while H-13 and H-16 have the extreme positive charge than the other hydrogen atoms because of their attachment to the electronegative atom (O-12 and N-15). 85 The nitrogen (N-14 and N-15) and oxygen atoms have a negatively Mulliken charge demonstrating that these atoms performed as electron receptors, but N-3 atom has a positive which may be due its attachment to an electronegative atom (O12). The carbon atoms have a negative charge except C1, C2, and C17, which may be because their attachment to nitrogen and oxygen atoms.…”

The Simple Synthesis of High Metal Loading Single-Atom Catalysts via Chelate Fixation

“…In order to retard (or eliminate) the negative influence of such water on the formation of supported single atoms, a chelating agent was introduced immediately following the precursor adsorption step. This chelating agent, 8-hydroxyquinoline (8-HQ), has a high affinity for transition metals (41)(42)(43)(44), and has been shown to adsorb on a variety of oxide and carbon surfaces for applications in metal extraction (45)(46)(47). We surmised that 8-HQ, which is not soluble in water, will isolate the metal precursor on the support surface without the need for defects or anchoring sites (Fig.…”

The Simple Synthesis of High Metal Loading Single-Atom Catalysts via Chelate Fixation

“…In order to retard (or eliminate) the negative influence of such water on the formation of supported single atoms, a chelating agent was introduced immediately following the precursor adsorption step. This chelating agent, 8-hydroxyquinoline (8-HQ), has a high affinity for transition metals (40)(41)(42)(43), and has been shown to adsorb on a variety of oxide and carbon surfaces for applications in metal extraction (44)(45)(46). We surmised that 8-HQ, which is not soluble in water, will isolate the metal precursor on the support surface without the need for defects or anchoring sites (Fig.…”