Phosphine containing dendrimers for highly regioselective rhodium catalysed hydroformylation of alkenes: a positive ‘dendritic effect’

Ropartz, Loı̈c; Haxton, Katherine J.; Foster, Douglas F.; Morris, Russell E.; Slawin, Alexandra M. Z.; Cole‐Hamilton, David J.

doi:10.1039/b206597e

Cited by 70 publications

(41 citation statements)

References 44 publications

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“…The "positive dendritic effect" on the selectivity is explained by the formation of a constrained bidentate ligand as in bisbi or xantphos. [23] Apart from the bite angle, the electronic properties of the ligand also influence the regioselectivity of hydroformylation reactions. In general, less basic triarylphosphanes lead to higher n:iso ratios with respect to their more basic counterparts.…”

Section: Hydroformylationmentioning

confidence: 99%

Catalytic Markovnikov and anti‐Markovnikov Functionalization of Alkenes and Alkynes: Recent Developments and Trends

et al. 2004

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The regioselective functionalization of terminal alkenes and alkynes is of utmost importance for the synthesis of a wide variety of organic products. Based on the original observation by Vladimir Markovnikov-the pioneer of this field of research-in the 19th century, the possible regioisomeric products are classified as Markovnikov or anti-Markovnikov products. Contrary to traditional belief, it is nowadays possible to control the regiochemistry of various additions of nucleophiles to alkenes and alkynes by applying different transition-metal catalysts. Recent developments in this area of selective functionalization of alkenes and alkynes are reviewed.

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Section: Hydroformylationmentioning

confidence: 99%

Catalytic Markovnikov and anti‐Markovnikov Functionalization of Alkenes and Alkynes: Recent Developments and Trends

et al. 2004

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“…[10] More recently, carbosilane dendrimers have been attached to polyhedral oligosilsesquioxane cages (POSS) (3). [11] In a different approach, this POSS cage has been used as the molecular-weight enlargement unit and directly linked to arylphosphane or aryl phosphite ligands (4). [12] POSS-enlarged systems provide the unique properties of being rigid, three-dimensional and mostly kinetically and thermodynamically stable compounds whose size can easily be adjusted by the choice of the substituents attached to the silicon atoms.…”

Section: The Concept: Molecular-weight Enlargement Of Transition-metamentioning

confidence: 99%

Continuous Homogeneous Catalysis

2005

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This review article illustrates possible aspects for molecularweight enlargement and immobilisation of transition-metal complexes that have been developed for bridging the gap between homogeneous and heterogeneous catalysis. The recycling of homogeneous catalysts can be performed using different types of supports, such as dendrimers, hyperbranched polymers, nanostructured materials or stabilized nanoparticles in combination with suitable filtration methods

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“…ColeHamiltonÕs group reported a number of rhodium metallodendrimers based on polyhedral oligomeric silsesquioxanes cores that give much higher region-selectivity than their small molecule analogues in the hydroformylation reactions. The positive dendritic effect was explained by the steric crowding and small arm length inducing eight-membered ring bidentate coordination that enhances the selectivity [38][39][40][41]. In this paper, we report preparation and catalytic hydrogenation of platinum nanoparticles using octa(diacetic aminophenyl) octasilsesquioxanes (OAAPS) as the stabilizer.…”

Section: Introductionmentioning

confidence: 96%

Metal nanoparticles stabilized by cubic silsesquioxanes for catalytic hydrogenations

Li¹,

Du²,

Dai³

et al. 2007

Catal Lett

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Octa(diacetic aminophenyl) silsesquioxanes (OAAPS) were synthesized and used as stabilizers for preparing metal (Pt, Pd and Ru) nanoparticles using NaBH 4 as a reducing agent. The synthesized catalysts were characterized by UV-vis, XRD, and TEM. The average diameters of Pt (0), Pd (0) and Ru (0) nanoparticles are 1.6 ± 0.3, 1.4 ± 0.2 and 1.3 ± 0.2 nm, respectively. The metal colloids show excellent stability since OAAPS offer stronger bonding of the cubic linker to the metal nanoparticles through the chelating effect. All colloids prepared are stable and show no precipitation at room temperature for several months. The catalytic hydrogenations of phenyl aldehydes using the metal colloids as catalysts demonstrate that catalytic activities depend on the variety of the metal colloids and the substrates. The colloidal catalysts stabilized by OAAPS can be recycled by simply adjusting the pH of the solution.

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Phosphine containing dendrimers for highly regioselective rhodium catalysed hydroformylation of alkenes: a positive ‘dendritic effect’

Cited by 70 publications

References 44 publications

Catalytic Markovnikov and anti‐Markovnikov Functionalization of Alkenes and Alkynes: Recent Developments and Trends

Catalytic Markovnikov and anti‐Markovnikov Functionalization of Alkenes and Alkynes: Recent Developments and Trends

Continuous Homogeneous Catalysis

Metal nanoparticles stabilized by cubic silsesquioxanes for catalytic hydrogenations

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