Ammonium-based ionic liquids: synthesis, characterization, computational approach, molecular docking study and phytotoxicity assessment

Ionic liquids, without any doubt, have emerged as a focus of interest for general chemistry due to a few exceptional and environmentally friendly properties. In this report we synthesized ammonium based novel ionic liquids via Bronsted proton doner method using an identical cation as N-Methyl-diethanolamine along with distinctive anions as 2-Chlorobenzoic Acid and 2-Methylbenzoic Acid and characterized by FT-IR and 1H-NMR spectroscopy. Theoretical simulation was carried out by using Gaussian-09 software for predicting molecular properties as total energy, electrostatic energy, dipole mo-ment, ionic length, electrostatic potential, thermochemistry and energies for HOMO and LUMO by gen-erating optimized structures of the compounds. The crystal structure of the human serum albumin (PDB ID:1AO6) was used to study the interaction of HSA with the ILs and their binding affinities. The final compounds that studied here could bind near the Asp108, Arg145, Tyr148 residues of the HSA. Phytotoxi-city evaluation work is executed for monocotyledonous seeds (Oryza Sativa) in six distinct concentrations (0, 25, 50, 10 0, 20 0, 40 0 mmol/L) and lowest and highest inhibitory impact on germination percentage and root length is determined which were found 100% and 1.50 cm in 25 mmol/L and 0% and 1.48 cm in 400 mmol/L respectively with +/- SD. In this research, experimental, theoretical properties and the in vitro toxicity level of the synthesized ILs were observed.(c) 2022 Elsevier B.V. All rights reserved.

Automated summary

Ionic liquids with novel ammonium derivatives were synthesized and characterized by spectroscopic techniques. Theoretical simulations were performed to predict molecular properties and optimized structures. The binding affinities of the synthesized ILs with human serum albumin were studied. The phytotoxicity of the ILs on rice seeds was evaluated.