Coumarin based novel ligands in the Suzuki-Miyaura and Mizoroki-Heck cross-couplings under aqueous medium

Coumarin-based novel ligands (benzylidine-bis-(4-hydroxycoumarin)-diethylamines) were easily synthesized using 4-hydroxycoumarin, aromatic aldehydes, and diethylamine. The ionic ligand structure was established by X-ray study. They are air and moisture stable ligands and have shown highly efficient catalytic activity with Pd(OAc)(2) (0.1 mol% loading) in the Suzuki-Miyaura and (0.3 mol% loading) in the Mizoroki-Heck cross-coupling reactions in water or water/ethanol mixture. Pd-catalyst was reused efficiently without affecting variety of functional groups in the reaction. (C) 2016 Elsevier Ltd. All rights reserved.