Abstract:In situ generated palladium on aluminum oxide provides an active and efficient catalytic system for the preparation of arylmethylidene succinates using the Heck-Matsuda reac- [a]
“…The immobilization on the carrier as well as the particle size distribution of the Pd clusters were influenced by the stirring speed. [19] In the context of optimizations with respect to the lowest possible catalyst quantities, the influence of the reaction vessel and its geometry was shown in the production of methyl 4methoxycinnamic acid ester using an in-situ generated palladium on aluminum oxide. [20] Thus, the reaction of 4-methoxybenzenediazonium tetrafluoroborate 1 with methyl acrylate using the above-mentioned catalyst with a catalyst loading of 0.1 mol% under isoperibolic conditions showed clear differences in the yield and reactivity of the reaction mixture depending on the reaction vessel used (Table 1).…”
Section: Introductionmentioning
confidence: 99%
“…Recently, we observed a significant influence of stirring speed on the catalytic activity of the system during the arylation of dimethylitaconate via Matsuda‐Heck reaction using an in‐situ generated Pd/Al 2 O 3 . The immobilization on the carrier as well as the particle size distribution of the Pd clusters were influenced by the stirring speed [19] …”
Section: Introductionmentioning
confidence: 99%
“…[3][4][5][6][7][8][9][10][11][12][13] In recent years, in-situ generated immobilized palladium catalysts have increasingly found application in this reaction. [14][15][16][17][18][19] Recently, we observed a significant influence of stirring speed on the catalytic activity of the system during the arylation of dimethylitaconate via Matsuda-Heck reaction using an in-situ generated Pd/Al 2 O 3 . The immobilization on the carrier as well as the particle size distribution of the Pd clusters were influenced by the stirring speed.…”
The present study shows the influence of stirring speed on the kinetics of the Heck‐Matsuda reaction when using in‐situ generated immobilized catalysts and olefins. The stirring speed not only influences the reaction kinetics of the actual reaction, but also the particle size distribution and the degree of immobilization of the palladium clusters. In addition to the stirring speed, the electronic nature of the olefin used in each case also plays a decisive role on the particle size distribution and thus the catalytic activity of the system.
“…The immobilization on the carrier as well as the particle size distribution of the Pd clusters were influenced by the stirring speed. [19] In the context of optimizations with respect to the lowest possible catalyst quantities, the influence of the reaction vessel and its geometry was shown in the production of methyl 4methoxycinnamic acid ester using an in-situ generated palladium on aluminum oxide. [20] Thus, the reaction of 4-methoxybenzenediazonium tetrafluoroborate 1 with methyl acrylate using the above-mentioned catalyst with a catalyst loading of 0.1 mol% under isoperibolic conditions showed clear differences in the yield and reactivity of the reaction mixture depending on the reaction vessel used (Table 1).…”
Section: Introductionmentioning
confidence: 99%
“…Recently, we observed a significant influence of stirring speed on the catalytic activity of the system during the arylation of dimethylitaconate via Matsuda‐Heck reaction using an in‐situ generated Pd/Al 2 O 3 . The immobilization on the carrier as well as the particle size distribution of the Pd clusters were influenced by the stirring speed [19] …”
Section: Introductionmentioning
confidence: 99%
“…[3][4][5][6][7][8][9][10][11][12][13] In recent years, in-situ generated immobilized palladium catalysts have increasingly found application in this reaction. [14][15][16][17][18][19] Recently, we observed a significant influence of stirring speed on the catalytic activity of the system during the arylation of dimethylitaconate via Matsuda-Heck reaction using an in-situ generated Pd/Al 2 O 3 . The immobilization on the carrier as well as the particle size distribution of the Pd clusters were influenced by the stirring speed.…”
The present study shows the influence of stirring speed on the kinetics of the Heck‐Matsuda reaction when using in‐situ generated immobilized catalysts and olefins. The stirring speed not only influences the reaction kinetics of the actual reaction, but also the particle size distribution and the degree of immobilization of the palladium clusters. In addition to the stirring speed, the electronic nature of the olefin used in each case also plays a decisive role on the particle size distribution and thus the catalytic activity of the system.
“…High efficiency and good results have been achieved from the use of synthesized palladium/carbon catalysts [11,[14][15][16]. More recently however and based on the work of Felpin et al [17,20], we have developed efficient catalysts using Al2O3 as support. Recently, we have developed very efficient homemade catalysts using Al2O3 as support material based on the work of Felpin et al [17,20].…”
Section: Introductionmentioning
confidence: 99%
“…More recently however and based on the work of Felpin et al [17,20], we have developed efficient catalysts using Al2O3 as support. Recently, we have developed very efficient homemade catalysts using Al2O3 as support material based on the work of Felpin et al [17,20]. Using low concentrations of these catalysts and mild reaction conditions, we were able for the first time to achieve α,β,β-triarylation of methyl acrylate, single and double arylation of dimethyl itaconate in good yields.…”
ABSTRACT. Pd on AlPO4-catalyst was prepared by a one-pot process using Pd(OAc)2 and AlPO4 in methanol as solvent. The synthesized catalyst was used in the monoarylation of olefins via the Heck-Matsuda reaction. Several functionalized arylvinylphosphonates, cinnamic derivatives and benzalacetones could be obtained in good to excellent yields.
KEY WORDS: Arylvinylphosphonates, Benzalacetones, Cinnamic derivatives, Palladium on Aluminum phosphate, Kinetic studies
Bull. Chem. Soc. Ethiop. 2022, 36(2), 423-432.
DOI: https://dx.doi.org/10.4314/bcse.v36i2.15
The dehydrogenative coupling of aromatic amides with dimethyl itaconate proceeds smoothly under rhodium catalysis through ortho CÀ H bond cleavage directed by their amide group to produce benzylidenesuccinates. Aromatic carboxylic acids including benzoic and phthalic acids also [a] S.
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