Aerobic Homocoupling of Arylboronic Acids Catalyzed by Regenerable Pd(II)@MIL‐88B‐NH₂(Cr)

Abstract

A fast and operationally simple method for the aerobic homocoupling of arylboronic acids is described. The process is catalyzed by Pd(II) complexes supported on the metal‐organic framework MIL‐88B‐NH2(Cr). The benefits of this approach include the use of a benign oxidant/solvent mixture at room temperature with catalytic amounts of base, easy recovery of the catalyst, and easy isolation of the products. Very high conversions and good yields were achieved for a variety of substrates, and the process was also carried out on a larger scale with the same efficiency. The catalyst was found to suffer deactivation due to progressive reduction and agglomeration of palladium into inactive metal clusters/particles. An innovative procedure for the oxidative redispersion and regeneration of the active Pd(II)@MOF species is presented.

Ligand‐Free Iron‐Catalyzed Homo‐Coupling of Aryllithium Reagents

“…13 C NMR (101 MHz, CDCl 3 ) δ=153.3, 137.5, 137.5, 104.5, 60.9, 56.2.ppm. Data was in accordance with that reported in the literature [23] …”

Fast and Robust Synthesis of Metalated PCN-222 and Their Catalytic Performance in Cycloaddition Reactions with CO2

“…It is essential to have a fast and reliable procedure that can be used to prepare a range of materials that will allow the identification of the one with the highest catalytic activity. Our group has extensive experience in the synthesis of diverse materials and its application in catalysis. − …”

Cu(II)-Catalyzed Homocouplings of (Hetero)Arylboronic Acids with the Assistance of 2-O-Methyl-d-Glucopyranose

“…A common method for the preparation of symmetrical biaryls depends on palladium catalysis in the presence of related ligands, bases, and solvents [9]. Valiente et al reported the aerobic homocoupling of arylboronic acids catalyzed by Pd(II) complexes, but this method requires special Pd(II)@MOF species, which limits its large-scale use [10]. Demir et al found that copper(II) acetate could mediate the homocoupling of arylboronic acids [11].…”