Syntheses, structure characterisation and X-ray studies of some mono, di- and tri-substituted cluster complexes of Ru3(CO)12 substituted by bulky fluorinated phosphine ligands

Shawkataly, Omar bin; Pankhi, Mohd. Aslam A.; Alam, Mohd Gulfam; Yeap, Chin Sing; Fun, Hoong‐Kun

doi:10.1016/j.poly.2010.11.022

Cited by 7 publications

(3 citation statements)

References 24 publications

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“…Unfortunately, with this catalyst, repeatability problems were detected (yield fluctuation of approximately 20%) which could be assigned to the low solubility of this catalyst in toluene. In order to overcome these problems, we synthesized triruthenium carbonyl complexes with phosphine ligand(s), namely (triethoxysilyl)ethyl)phosphine L1 or triphenylphosphine [ 40 – 42 ]. Their synthesis, well-described in the literature, is detailed in Supporting Information File 1 (pp.…”

Section: Resultsmentioning

confidence: 99%

C3-Alkylation of furfural derivatives by continuous flow homogeneous catalysis

Kinkutu¹,

Louis²,

Roy³

et al. 2023

Beilstein J. Org. Chem.

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The C3-functionalization of furfural using homogeneous ruthenium catalysts requires the preinstallation of an ortho-directing imine group, as well as high temperatures, which did not allow scaling up, at least under batch conditions. In order to design a safer process, we set out to develop a continuous flow process specifically for the C3-alkylation of furfural (Murai reaction). The transposition of a batch process to a continuous flow process is often costly in terms of time and reagents. Therefore, we chose to proceed in two steps: the reaction conditions were first optimized using a laboratory-built pulsed-flow system to save reagents. The optimized conditions in this pulsed-flow mode were then successfully transferred to a continuous flow reactor. In addition, the versatility of this continuous flow device allowed both steps of the reaction to be carried out, namely the formation of the imine directing group and the C3-functionalization with some vinylsilanes and norbonene.

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Section: Resultsmentioning

confidence: 99%

C3-Alkylation of furfural derivatives by continuous flow homogeneous catalysis

Kinkutu¹,

Louis²,

Roy³

et al. 2023

Beilstein J. Org. Chem.

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“…In order to overcome these problems, we 6 synthesized triruthenium carbonyl complexes with phosphine ligand(s), namely (triethoxysilyl)ethyl)phosphine L1 or triphenylphosphine. [40][41][42] Their synthesis, welldescribed in the literature, is detailed in the SI (p. S3-S5). Moreover, a kinetic study carried out in batch in the presence of the [Ru3(CO)11(L1)] comp1, [Ru3(CO)10(L1)2] comp2 or [Ru3(CO)9(L1)3] comp3 catalysts allowed to show, on the one hand, the absence of solubility problems, and to discover, on the other hand, that the presence of three L1 ligands (comp3) leads to a reaction rate clearly lower than that of a catalyst carrying one or two ligands (see p. S7 of SI for the reaction kinetic curves of catalysts).…”

Section: First Optimization With An Home-made Pulsed-flow Set-upmentioning

confidence: 99%

C3-Alkylation of Furfural Derivatives by Continuous Flow Homogeneous Catalysis

Kinkutu

Louis

Roy

et al. 2023

Preprint

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The C3-functionalization of furfural using homogeneous ruthenium catalysts requires the pre-installation of an ortho-directing imine group, as well as high temperatures, which did not allow scaling up, at least under batch conditions. In order to design a safer process, we set out to develop a continuous flow process specifically for the C3-alkylation of furfural (Murai reaction). The transposition of a batch process to a continuous flow process is often costly in terms of time and reagents. Therefore, we chose to proceed in two steps: the reaction conditions were first optimized using a laboratory-built pulsed-flow system to save reagents. The optimized conditions in this pulsed-flow mode were then successfully transferred to a continuous flow reactor. In addition, the versatility of this continuous flow device allowed both steps of the reaction to be carried out, namely the formation of the imine directing group and the C3-functionalization with some vinylsilanes and norbonene.

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“…For related structures, see: Bruce et al (1983Bruce et al ( , 1988; Churchill et al (1977); Shawkataly et al (1998). For the synthesis, see: Shawkataly et al (2011); Bruce et al (1987). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986).…”

Section: Related Literaturementioning

confidence: 99%

[μ-Bis(diphenylarsanyl)methane-1:2κ²As:As′]nonacarbonyl-1κ³C,2κ³C,3κ³C-(triisopropyl phosphite-3κP)-triangulo-triruthenium(0)

et al. 2011

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The asymmetric unit of the title triangulo-triruthenium compound, Ru3(CO)9(μ-Ph2AsCH2AsPh2)(P[OCH(CH3)2]3) or [Ru3(C25H22As2)(C9H21O3P)(CO)9], contains two molecules of the triangulo-triruthenium complex. The bis(diphenylarsanyl)methane ligand bridges an Ru—Ru bond and the monodentate phosphite ligand binds to the third Ru atom. Both the arsine and phosphite ligands are equatorial with respect to the Ru3 triangle. Additionally, each Ru atom carries one equatorial and two axial terminal carbonyl ligands. The dihedral angles between the pairs of benzene rings bound to individual As atoms are 85.67 (8) and 75.91 (8) in the first independent molecule and 74.64 (8) and 70.76 (9) in the second. In the crystal, molecules are linked into a three-dimensional framework by intermolecular C—H⋯O hydrogen bonds.

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Syntheses, structure characterisation and X-ray studies of some mono, di- and tri-substituted cluster complexes of Ru3(CO)12 substituted by bulky fluorinated phosphine ligands

Cited by 7 publications

References 24 publications

C3-Alkylation of furfural derivatives by continuous flow homogeneous catalysis

C3-Alkylation of furfural derivatives by continuous flow homogeneous catalysis

C3-Alkylation of Furfural Derivatives by Continuous Flow Homogeneous Catalysis

[μ-Bis(diphenylarsanyl)methane-1:2κ²As:As′]nonacarbonyl-1κ³C,2κ³C,3κ³C-(triisopropyl phosphite-3κP)-triangulo-triruthenium(0)

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Syntheses, structure characterisation and X-ray studies of some mono, di- and tri-substituted cluster complexes of Ru3(CO)12 substituted by bulky fluorinated phosphine ligands

Cited by 7 publications

References 24 publications

C3-Alkylation of furfural derivatives by continuous flow homogeneous catalysis

C3-Alkylation of furfural derivatives by continuous flow homogeneous catalysis

C3-Alkylation of Furfural Derivatives by Continuous Flow Homogeneous Catalysis

[μ-Bis(diphenylarsanyl)methane-1:2κ2As:As′]nonacarbonyl-1κ3C,2κ3C,3κ3C-(triisopropyl phosphite-3κP)-triangulo-triruthenium(0)

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[μ-Bis(diphenylarsanyl)methane-1:2κ²As:As′]nonacarbonyl-1κ³C,2κ³C,3κ³C-(triisopropyl phosphite-3κP)-triangulo-triruthenium(0)