A novel ionic liquid-supported Schiff base ligand applied in the Pd-catalyzed Suzuki–Miyaura coupling reaction

Abstract

A series of novel ionic liquid-supported Schiff bases have been prepared from the condensation of aromatic aldehydes with the ionic liquid 1-(2-aminoethyl)-3-methylimidazolium hexafluorophosphate. The as-prepared ionic liquid-supported salicyladehyde Schiff base L3 was further investigated as a ligand for the Pd-catalyzed Suzuki-Miyaura coupling reaction under air in ethanol solution, giving biaryls in good to excellent yields. The PdCl 2 /ligand L3 catalytic system could be reused at least 5 times without losing its activity.

New Schiff bases from 2,5-bis-(butylsulfanyl)-2,3-dihydro-4H-pyran-2-carbaldehyde

“…1,2 Schiff bases are among the most widely employed chemical substances that fin application as pigments and dyes, temperature sensors, corrosion inhibitors, catalysts for many reactions, intermediates in organic synthesis and ligands in coordination chemistry. [3][4][5][6][7][8][9] Schiff bases also exhibit a wide range of biological activity, including antibacterial, hypotensive, antifungal, antipyretic, anti-tumor, anti-inflammatory and anti-HIV. 10,11 Derivatives of Schiff bases with amino acids, 12,13 building blocks for the synthesis of proteins and polypeptides 14,15 and various heterocyclic compounds 16,17 are of particular interest.The complexes of amino acid with Schiff bases have gained distinction due to their physiological and pharmacological activity.…”

Decomposition Kinetics of Some New Schiff Bases Derived From 4-Amino Benzoic Acid

“…Schiff bases are condensation products of primary amines with carbonyl compounds. These bases are an important class of compounds because of the wide variety and potential applications of their industrial, analytical, medicinal, pharmaceutical and catalytical applications [1][2][3][4][5][6]. Further, Schiff bases are known to exhibit a broad spectrum of biological activities such as antimicrobial, antibacterial, antifungal and antiviral activities [7][8][9][10].…”