Efficient heterogeneously catalyzed amidocarbonylation of bromoarenes based on a serinol-derived chelate diphosphine ligand

Mansour, Amal; Portnoy, Moshe

doi:10.1016/j.molcata.2006.01.029

Cited by 25 publications

(18 citation statements)

References 20 publications

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“…A polymer supported palladium-N-heterocyclic carbene complex was shown to be a recyclable catalyst in aminocarbonylations under 6.9 bar CO [8]. A palladium catalyst, immobilised by a bidentate phosphine ligand grafted on Merrifield resin, was reported to convert bromoarenes to amides at 4.8 bar CO [9]. Pd nanoparticles supported on a zeolitic imidazole framework (ZIF-8) were described as an efficient heterogeneous catalyst for the aminocarbonylation of bromoarenes in the presence of phosphines and iodoarenes under phosphine-free conditions using a CO pressure of 4 bar [10].…”

Section: Introductionmentioning

confidence: 99%

Phosphine-free atmospheric carbonylation of aryl iodides with aniline derivatives in the presence of a reusable silica-supported palladium catalyst

Urbán

Papp

Srankó

et al. 2015

Journal of Molecular Catalysis A: Chemical

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Section: Introductionmentioning

confidence: 99%

Phosphine-free atmospheric carbonylation of aryl iodides with aniline derivatives in the presence of a reusable silica-supported palladium catalyst

Urbán

Papp

Srankó

et al. 2015

Journal of Molecular Catalysis A: Chemical

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“…A great variety of supported palladium catalysts were tested, such as Pd/C [6], a polymer- [7] or silica-supported palladium-N-heterocyclic carbene- [8], palladium-Schiff base- [9] or palladiumphosphine complex, [10], a palladium-phenantroline derivative encaged in Y-zeolite [11], and Pd nanoparticles immobilised on a zeolitic imidazole framework [12] or on carbon nanotubes [13]. In some cases, carbonylation could be carried out at atmospheric pressure, e.g., in the presence of palladium complexes with bidentate ligands anchored on MCM-41 [14] or on silica [15][16][17], as well as using palladium nanoparticles supported on a metalorganic framework [18] or on a siliceous mesocellular foam [19].…”

Section: Introductionmentioning

confidence: 99%

Mono- and double carbonylation of iodobenzene in the presence of reusable supported palladium catalysts

Papp

Urbán

Drotár

et al. 2015

Green Processing and Synthesis

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Various silica-supported palladium catalysts were prepared and tested in the carbonylation of aryl iodides in the presence of aliphatic amines and aniline. In the former reaction, the main products are the α-ketoamides, whereas monocarbonylation is favoured with aniline. Small modification of the support, of the palladium precursor, or of the conditions of immobilisation were found to affect considerably the outcome of the reactions and recyclability of the catalysts. Under optimum conditions, the phosphine-free palladium catalysts can be reused six to ten times without considerable loss of activity. By the proper selection of the solvent, the leaching of palladium into the reaction mixtures can be reduced considerably.

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“…The synthesis of esters and amides having certain biological activities in the field of organic synthesis, pesticides, agrochemicals and in the pharmaceuticals industry . Various Palladium‐based homogeneous and heterogeneous carbonylative methodologies have been reported for these reactions . However, most of the reported methods suffered from one or more disadvantages like harsh reaction conditions, longer time and use of phosphine ligands, co‐catalysts and additives.…”

Section: Resultsmentioning

confidence: 99%

Ionic Liquid Immobilized on Graphene‐Oxide‐Containing Palladium Metal Ions as an Efficient Catalyst for the Alkoxy, Amino, and Phenoxy Carbonylation Reactions

et al. 2018

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The Immobilization of homogeneous metal catalysts onto the solid surface is an important challenge in the field of catalysis because these types of catalysts provide the homogeneous nature as well as reusability of catalysts. In this report, novel Palladium ion containing ionic liquid immobilized onto graphene oxide (Pd@GOIL) and characterized using various analytical techniques like FT‐IR, XPS, TGA, SEM, TEM, BET and EXAFS analysis. This synthesized material acts as a highly efficient catalyst for the alkoxycarbonylation, aminocarbonylation and phenoxycarbonylation reactions from easily available aryl iodides. Effect of various reaction parameters like CO pressure, base, solvent, the effect of time and temperature using Pd@GOIL catalyst were examined. This catalyst also tolerates the wide variety of substrates with the effective electronic factor. Specifically, this catalyst shows excellent catalytic performance towards the esterification and amidation without the need of any ligands, co‐catalysts and additives. Additionally, the catalyst shows superior recyclability up to eight recycle runs without discernible activity and selectivity deterioration.

show abstract

Efficient heterogeneously catalyzed amidocarbonylation of bromoarenes based on a serinol-derived chelate diphosphine ligand

Cited by 25 publications

References 20 publications

Phosphine-free atmospheric carbonylation of aryl iodides with aniline derivatives in the presence of a reusable silica-supported palladium catalyst

Phosphine-free atmospheric carbonylation of aryl iodides with aniline derivatives in the presence of a reusable silica-supported palladium catalyst

Mono- and double carbonylation of iodobenzene in the presence of reusable supported palladium catalysts

Ionic Liquid Immobilized on Graphene‐Oxide‐Containing Palladium Metal Ions as an Efficient Catalyst for the Alkoxy, Amino, and Phenoxy Carbonylation Reactions

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