Synthesis, Characterization, and Catalytic Hydrogenation Activity of New N-Acyl-Benzotriazole Rh(I) and Ru(III) Complexes in [bmim][BF4]

Ünver, Hakan; Yılmaz, Filiz

doi:10.3390/catal6090147

Cited by 9 publications

(6 citation statements)

References 20 publications

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“…On the other hand, the negative effect of DMSO solvent, which is more polar and expected to display better solubility, may be assigned to its enhanced coordination ability to the metal center. This has the potential to block olefin coordination, consistent with the observed diminished catalytic activities . On the contrary, a change in the solvent system did not significantly influence the regioselectivity of the catalyst, affording between 54%–60% of the linear esters across the board.…”

Section: Resultssupporting

confidence: 64%

Structural and theoretical studies of the methoxycarbonylation of higher olefins catalysed by (Pyrazolyl‐ethyl)pyridine palladium (II) complexes

Zulu

Alam

Ojwach

et al. 2019

Applied Organom Chemis

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Reactions of 2-[1-(3,5-dimethylpyrazol-1-yl)ethyl]pyridine (L1) and 2-[1-(3,5diphenylpyrazol-1-yl)ethyl]pyridine (L2) with the [Pd (COD)Cl 2 ] or [Pd (COD)MeCl] produced palladium (II) complexes [Pd(L1)ClMe] (1), [Pd(L1) Cl 2 ] (C2), [Pd(L2)ClMe] (3), and [Pd(L2)Cl 2 ] (4) in quantitative yields. Solid state structures of complexes 1, 3 and 4 established the formation of mononuclear compounds, containing one bidentate ligand unit per metal atom, to give square planar complexes. All the other spectroscopic characterization data and elemental analyses were consistent with the observed structures. All the palladium (II) complexes 1-4 gave active catalysts in the methoxycarbonylation of 1-octenes. The catalysts demonstrated 100% chemoselectivities towards esters and favored the formation of linear isomers. Reaction conditions such as the type of phosphine derivative, acid promoter, solvent system, time, pressure and temperature have been investigated and shown to affect both the catalytic activity and regio-selectivity of the catalysts. Solid-angle modelling established the comparable steric contributions from the ligands, consistent with the similar regioselectivities of the resultant catalysts.

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Section: Resultssupporting

confidence: 64%

Structural and theoretical studies of the methoxycarbonylation of higher olefins catalysed by (Pyrazolyl‐ethyl)pyridine palladium (II) complexes

Zulu

Alam

Ojwach

et al. 2019

Applied Organom Chemis

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“…This trend is supported by the findings that catalytic activities in methoxycarbonylation reactions are controlled by the dielectric constants of the solvents employed [51]. Indeed, a mixture of the dimethyl formamide (DMF)/methanol solvent system afforded no catalytic activity due to a far much higher dielectric constant [52] in addition to the strong coordinating ability of DMF [53].…”

Section: The Effect Of Reaction Conditions On Methoxycarbonylation Rementioning

confidence: 78%

Synthesis of MCM-41 Immobilized (Phenoxy)Imine Palladium(II) Complexes as Recyclable Catalysts in the Methoxycarbonylation of 1-Hexene

Akiri

Ojwach

2019

Catalysts

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The immobilization of 2-phenyl-2-((3(tryethoxysicyl)propyl)imino)ethanol (HL1) and 4-methyl-2-(((3(triethoxysilyl)propyl)imino)methyl)phenol (HL2) on MCM-41 afforded the respective ligands HL1-MCM-41 (HL3) and HL2-MCM-41 (HL4). The treatment of complexes Pd(L1)2 and Pd(L2)2 with MCM-41 afforded the immobilized complexes (Pd(L1)2)-MCM-41 (1) and (Pd(L2)2)-MCM-41 (2) respectively. Separately, the reactions of HL3 and HL4 with Pd(NCMe)2Cl2 produced the immobilized complexes Pd(HL3)Cl2 (3) and Pd(HL4)Cl2 (4) respectively. The immobilized compounds were characterized by FT-IR, Transmission Electron Microscopy (TEM), Scanning Electron Microscopy (SEM), energy-dispersive X-ray (EDX), Thermogravimetric Analysis (TGA) and X-ray Powder Diffraction (XRD). All the complexes (1–4) formed active catalysts in the methoxycarbonylation of 1-hexene to give linear and branched esters. The catalysts were recycled four times without the loss of catalytic activity. Hot filtration experiments established the absence of leaching, and the heterogeneous nature of the active species was derived from mercury drop experiments.

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“…It was found that the Rh complex in particular retained its activity for at least 10 cycles when the recyclability of catalysts was examined. 127…”

Section: N -Acylbenzotriazoles As Catalysts and Ligandsmentioning

confidence: 99%

Synthetic Utility of N-Acylbenzotriazoles

Tiwari,

Yadav,

Gupta

et al. 2023

SynOpen

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N-Acylbenzotriazoles are valuable synthons in organic synthesis. They are particularly used as acylating agents and an alternative to acyl chloride. They have been widely explored for a diverse range of applications. This review summarizes the methods for the preparation of N-acylbenzotriazole derivatives and their diverse applications in particular demonstration to serve as alternative acylating agents in organic transformations such as N-, O-, C-, and S-acylating agents for the convenient synthesis of a wide range of biologically important organic compounds. We also emphasize the synthesis of diverse compounds using benzotriazole ring cleavage (BtRC) methodology, including its pharmacophore study and some notable utilities as valuable starting materials, ligands, and intermediates in the field of organic synthesis.

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Synthesis, Characterization, and Catalytic Hydrogenation Activity of New N-Acyl-Benzotriazole Rh(I) and Ru(III) Complexes in [bmim][BF4]

Cited by 9 publications

References 20 publications

Structural and theoretical studies of the methoxycarbonylation of higher olefins catalysed by (Pyrazolyl‐ethyl)pyridine palladium (II) complexes

Structural and theoretical studies of the methoxycarbonylation of higher olefins catalysed by (Pyrazolyl‐ethyl)pyridine palladium (II) complexes

Synthesis of MCM-41 Immobilized (Phenoxy)Imine Palladium(II) Complexes as Recyclable Catalysts in the Methoxycarbonylation of 1-Hexene

Synthetic Utility of N-Acylbenzotriazoles

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