Synthesis of new Schiff bases; Investigation of their in situ catalytic activity for Suzuki CC coupling reactions and antioxidant activities

Abstract

New series of Schiff bases have been synthesized from the reaction between cyclohepta-2,4,6-trien-1-ylmethanamine and different aldehydes, and characterized via using 1 H NMR, 13 C NMR, FTIR spectroscopy, and GC-MS. After the successful synthesis, the in situ catalytic activity of all Schiff bases have been examined for the Suzuki C C cross-coupling reactions using phenylboronic acid, aryl bromides, and PdCl 2 as a catalyst. Before starting these investigations, reaction conditions were optimized using different bases and solvents. At the end of these reactions, the best efficiency was obtained in Et 3 N and EtOH. In addition to catalytic investigations, antioxidant activities of all synthesized Schiff bases were examined using DPPH and Iron (Fe 2+ ) chelation methods, and IC 50 values were calculated. While many molecules show various amounts of antioxidant activity, especially molecules 8e and 8g showed the best activity compared to butylated hydroxytoluene (BHT) and butylated hydroxyanisole (BHA), which were used as positive controls, in DPPH and Iron chelating methods, respectively.

Investigating the using potential of Schiff base molecule as an exogenous antioxidant on barley seeds under salt stress conditions

“…Exogenous application of 8e decreased both superoxide and hydrogen peroxide radical contents. The in vitro antioxidant properties of this molecule were demonstrated by Yılmaz (2021). In this study, the fact that the exogenous application reduces the internal radical content shows that the antioxidant properties of the molecule are also preserved in-plant applications.…”

“…1), which has high in vitro DPPH free radical scavenging activity, has been used in this study. Details on the synthesis steps of this molecule are given by Yılmaz (2021).…”

“…Schiff bases are important functional groups due to their wide biological and chemical functions. In addition to their broad chemical properties, the biological functions of Schiff bases, such as antibacterial, antifungal, antioxidant, antitumor, and antiviral action, have been reported by various researchers (Yılmaz, 2021). In this study, a Schiff base molecule, whose antioxidant properties were demonstrated by in vitro methods by Yılmaz (2021), was applied to barley seeds under salt stress, and the effects of this molecule were investigated with extensive morphological, physiological, and biochemical analyses.…”

“…In addition to their broad chemical properties, the biological functions of Schiff bases, such as antibacterial, antifungal, antioxidant, antitumor, and antiviral action, have been reported by various researchers (Yılmaz, 2021). In this study, a Schiff base molecule, whose antioxidant properties were demonstrated by in vitro methods by Yılmaz (2021), was applied to barley seeds under salt stress, and the effects of this molecule were investigated with extensive morphological, physiological, and biochemical analyses. According to the literature, this is the first study to examine the effects of a Schiff base molecule, which has been shown to have antioxidant properties in vitro by applying to a plant under salt stress.…”

Electronic Impacts on the Solvent-Free Mechanochemical Synthesis of Salophen Ligands in Ball Mill

“…Azomethine is a type of organic compound that can be used in a variety of chemical processes. e imine functionality allows it to be a major ligand for a variety of chelated compounds in chemical synthesis [1][2][3]. Salen and Salophen ligands are particularly appealing among these ligands.…”