Synthesis of new Schiff bases; Investigation of their in situ catalytic activity for Suzuki CC 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.