Hydroformylation Reactions with Rhodium-Complexed Dendrimers on Silica

Bourque, S. Christine; Maltais, François; Xiao, Wen‐Jing; Tardif, Olivier; Alper, Howard; Arya, and Prabhat; Manzer, L. E.

doi:10.1021/ja983764b

Cited by 212 publications

(120 citation statements)

References 18 publications

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“…Reaction of 2-allylphenol 1a with a 1/1 ratio of CO and H 2 , 2% mol of Pd 2 A C H T U N G T R E N N U N G (dab) 3 ·CHCl 3 , and 8 % mol of 1,4-bis-(diphenylphosphino)butane (dppb) in BMIM PF 6 at 90 8C for 20 h afforded lactones in 84 % yield, with 77 % selectivity for the seven-membered ring lactone 4a and 23 % of the 5-and 6-membered ring isomers (Table 1, entry 3). Although other palladium catalysts such as PdA 4 , and PdCl 2 A C H T U N G T R E N N U N G (PhCN) 2 could be employed for this reaction, Pd 2 A C H T U N G T R E N N U N G (dba) 3 ·CHCl 3 was the most effective cyclocarbonylation catalyst.…”

Section: Cyclocarbonylation Of 2-allylphenolsmentioning

confidence: 99%

Recyclable Selective Palladium‐Catalyzed Synthesis of Five‐, Six‐ or Seven‐Membered Ring Lactones and Lactams by Cyclocarbonylation in Ionic Liquids

Alper

2006

Adv Synth Catal

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Abstract:The ionic liquids, BMIM PF 6 or BMIM NTf 2 , are used successfully for the palladium-catalyzed cyclocarbonylation of 2-allylphenols and anilines, 2-vinylphenols, and 2-aminostyrenes. The reaction proceeds cleanly and efficiently to afford high yields of lactones or lactams with good or excellent selectivity for one isomer. The ionic liquid containing the palladium catalyst, and ligand, is recyclable in all cases.

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Section: Cyclocarbonylation Of 2-allylphenolsmentioning

confidence: 99%

Recyclable Selective Palladium‐Catalyzed Synthesis of Five‐, Six‐ or Seven‐Membered Ring Lactones and Lactams by Cyclocarbonylation in Ionic Liquids

Alper

2006

Adv Synth Catal

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“…We recently developed a dendritic silica supported bidentate phosphine ligand (9). It was postulated that this ligand could be utilized in the Heck reaction with a suitable palladium catalyst.…”

Section: Introductionmentioning

confidence: 99%

Heck reaction using palladium complexed to dendrimers on silica

Alper¹,

Arya²,

Bourque³

et al. 2000

Can. J. Chem.

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Polyamidoamine dendrimers, constructed on the surface of silica, were phosphonated using diphenylphosphinomethanol (prepared in situ) and complexed to form a palladium-dimethyl TMEDA complex. This catalyst was found to be effective in the Heck reaction of aryl bromides with both butyl acrylate and styrene, affording coupling products in moderate to good yields. The heterogeneous palladium catalyst can also be recycled and reused with only moderate reduction in activity.Key words: dendrimer, Heck, palladium, silica.Résumé : Utilisant du diphénylphosphinométhanol (préparé in situ), on a réalisé la phosphonation de dendrimères de polyamidoamines synthétisés sur une surface de silice et en a fait un complexe de palladium-« TMEDA » de diméthyle. On a trouvé que ce catalyseur est efficace dans la réaction de Heck des bromures d'aryles avec aussi bien l'acrylate de butyle que le styrène et que ces réactions fournissent des produits de couplage avec des rendements allant de modérés à bons. On peut aussi régénérer le catalyseur hétérogène et le réutiliser avec une perte mineure d'activité.

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“…In the final step, propagation of PAMAM dendrimer up to the third generation was carried out via the methods pioneered by Tomalia (Bourque et al 1999;Pourjavadi et al 2012). Accordingly, the ester groups of MNC react with the excess amount of EDA.…”

Section: Results and Discussion Preparation And Characterization Of Tmentioning

confidence: 99%

“…Grafting of PAMAM dendrimer onto the surface of nanocomposite was performed via method proposed by Tomalia (Bourque et al 1999;Pourjavadi et al 2012). EDA and MA were used to functionalize the MNC according to the following procedure.…”

Section: Preparation Of Magnetic Nanocompositementioning

confidence: 99%

Synthesis of poly(amidoamine)-graft-poly(methyl acrylate) magnetic nanocomposite for removal of lead contaminant from aqueous media

Pourjavadi

Abedin-Moghanaki

Hosseini

2016

Int. J. Environ. Sci. Technol.

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Poly(amidoamine)-graft-poly(methyl acrylate) magnetic nanocomposite was synthesized via radical polymerization of methyl acrylate onto modified magnetic nanoparticles followed by the functionalization of the methyl ester groups with poly(amidoamine) dendrimer. The resulting poly(amidoamine)-graft-poly(methyl acrylate) magnetic nanocomposite was then characterized by infrared spectroscopy, transmission electron microscopy, thermogravimetric analysis, scanning electron microscope and X-ray diffraction analysis. Its application as an adsorbent for the removal of Pb(II) ions was studied. The removal capability of the adsorbent was investigated in different pH values, contact time (kinetics) and initial concentration of lead. Moreover, adsorption isotherms were investigated to describe the mechanistic feature of this nanocomposite for adsorption. Accordingly, its high adsorption capacity (310 mg/g) and efficient adsorption toward lead ions in aqueous solution were shown. To further study of the chemistry behind the adsorption process, a comprehensive density functional theory-based study was performed, and a relatively strong interaction between metal ions and adsorbent was observed based on the calculated adsorption free energies.

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Hydroformylation Reactions with Rhodium-Complexed Dendrimers on Silica

Cited by 212 publications

References 18 publications

Recyclable Selective Palladium‐Catalyzed Synthesis of Five‐, Six‐ or Seven‐Membered Ring Lactones and Lactams by Cyclocarbonylation in Ionic Liquids

Recyclable Selective Palladium‐Catalyzed Synthesis of Five‐, Six‐ or Seven‐Membered Ring Lactones and Lactams by Cyclocarbonylation in Ionic Liquids

Heck reaction using palladium complexed to dendrimers on silica

Synthesis of poly(amidoamine)-graft-poly(methyl acrylate) magnetic nanocomposite for removal of lead contaminant from aqueous media

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