Suzuki cross‐coupling reaction of aryl and heterocyclic bromides and aromatic polybromides on a Pd(II)‐hydrotalcite catalyst

Abstract

The Suzuki cross-coupling reaction of various bromine-containing substrates and phenylboronic acid in toluene at 90• C on a Pd(AcO) 2 Py 2 catalyst supported on an Mg-Al hydrotalcite, using K 2 CO 3 as the base, was studied. The conversion and selectivity results obtained for many of the substrates were excellent and similar to those provided by more active or even homogeneous catalysts. The reactions of aryl polybromides and phenylboronic acid gave the corresponding polyaromatic compounds in variable yields depending on the particular substrate. Arylation occurred in a consecutive manner by substitution of the different Br atoms. ICP-MS measurements of the palladium content of the catalyst performed prior to and after the reaction revealed that part of the metal is incorporated into the bulk solution; therefore, the catalytic process is not purely heterogeneous.

Synthesis and microwave‐assisted catalytic activity of novel bis‐benzimidazole salts bearing furfuryl and thenyl moieties in Heck and Suzuki cross‐coupling reactions

“…The catalysts, which incorporate NPd and SPd bonds, have been used in cross‐coupling reactions. The reactions have been realized by good yields, especially for aryl bromides 18–28. The ligand‐free systems consist of Pd(OAc) 2 , and base and solvents have also been used as a catalyst system in Suzuki coupling reactions 29–34.…”

Robust Acenaphthoimidazolylidene Palladium Complexes: Highly Efficient Catalysts for Suzuki–Miyaura Couplings with Sterically Hindered Substrates

“…As precursors of hexabenzocoronene (HBC) derivatives, hexaphenyl-benzene (HPB, 30 ) and its analogues have wide application in synthetic chemistry and material sciences . To the best of our knowledge, there is only one coupling example with perbromobenzene resulting in a very low yield . However, even with a lower catalyst loading, our protocol successfully produced HPB ( 30 ) in a 61% yield.…”

Preparation of a Titania‐Supported Palladium in Water: An Efficient Heterogeneous Catalyst for the Suzuki‐Miyaura Cross‐Coupling Reaction

“…Therefore, it is highly desirable to recover expensive ligands and complexes via the immobilization of various complexes on suitable support surfaces. several solid materials, such as active carbon, [5] hydrotalcites, [6,7] mesoporous silica, [8] zeolites, [9] metal oxides, [10] graphene, [11] and hydroxyapatite [12] have been developed and used as supports, most of which aren't economical, non-toxic, widely available, and easy to manufacture. Metal oxides have been proven to be versatile supports for constructing Pd catalysts for Suzuki-Miyaura cross-coupling reactions.…”