Air-Stable Cobalt(II) and Nickel(II) Complexes with Schiff Base Ligand for Catalyzing Suzuki–Miyaura Cross-Coupling Reaction

Ansari, Rasheeda M.; Kumar, Lolakshi Mahesh; Bhat, Badekai Ramachandra

doi:10.1134/s1070328418010013

Cited by 18 publications

(7 citation statements)

References 21 publications

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“…Besides, the π–π*(CN) band at 261 nm underwent a bathochromic shift, appearing at 287 and 266 nm. The n−π* transitions of imine of the complexes shifted to a higher wavelength, possibly due to the coordination of the nitrogen atom of the imine group to the metal ion . The fact that these three bands have shifted to longer wavelengths corroborated the complexation of the ligand and the metal center.…”

Section: Resultssupporting

confidence: 90%

“…The n−π* transitions of imine of the complexes shifted to a higher wavelength, possibly due to the coordination of the nitrogen atom of the imine group to the metal ion. 30 The fact that these three bands have shifted to longer wavelengths corroborated the complexation of the ligand and the metal center. The presence of a new peak at 421 nm in the Ni(II) complex spectrum is assigned as a d−d band of square planar, and it is in agreement with the geometry reported in the single crystal XRD section.…”

Section: Physicochemical and Spectroscopic Characterizationsupporting

confidence: 91%

“…Based on the 1 H NMR spectrum of H 2 AD1Me, the phenolic and azomethine protons were observed at 13.79 and 8.33 ppm, respectively. Upon complexation, the peak of the phenolic proton was absent in both spectra of the complexes suggesting the deprotonation of the phenolic proton. , Another key piece of evidence of the complexation of ligands with metals is the slight upfield and downfield shifts of signals of azomethine protons at 7.90 and 9.48 ppm for [Pd(AD1Me)] and [Ni(AD1Me)], respectively, denoting a significant shielding and deshielding effect. This shifting was previously observed by Gondia and Sharma (2018) .…”

Section: Resultsmentioning

confidence: 99%

“…Upon complexation, the peak of the phenolic proton was absent in both spectra of the complexes suggesting the deprotonation of the phenolic proton. 29 , 30 Another key piece of evidence of the complexation of ligands with metals is the slight upfield and downfield shifts of signals of azomethine protons at 7.90 and 9.48 ppm for [Pd(AD1Me)] and [Ni(AD1Me)], respectively, denoting a significant shielding and deshielding effect. This shifting was previously observed by Gondia and Sharma (2018).…”

Section: Resultsmentioning

confidence: 99%

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Synthesis, Structural Characterization, Hirshfeld Surface Analysis, and Antibacterial Study of Pd(II) and Ni(II) Schiff Base Complexes Derived from Aliphatic Diamine

et al. 2022

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A Schiff base bearing two methyl substituents, namely, 6,6′-((1E,1′E)-((2,2-dimethylpropane-1,3-diyl) bis(azanylylidene)) bis(methanylylidene)) bis(2-methylphenol) [H2AD1Me] was synthesized and characterized through physicochemical and spectroscopic analyses. Then, the Schiff base was complexed with Pd(II) and Ni(II) to form [Pd(AD1Me)] and [Ni(AD1Me)], respectively. Both metal complexes were successfully obtained and characterized through several analyses, viz., melting point, elemental analysis, molar conductivity, magnetic susceptibility, FTIR, 1H NMR, UV–vis, and single crystal X-ray diffraction. A quantitative analysis of the intermolecular interactions in the crystal structures has been performed using Hirshfeld surface analysis. Both metal complexes were crystallized in a monoclinic crystal system with the space group of P21/c. Additionally, the deprotonated phenolic oxygen atom (O1/O2) and azomethine nitrogen atom (N1/N2) of the ligand chelate the Pd(II) and Ni(II) ions, forming a slightly distorted square-planar complex containing three six-membered rings encircling the metal core with dsp2 hybridization. The shift of ν(CN) to a higher frequency in FTIR by 26–28 cm–1 indicated that the complexation to Pd(II) and Ni(II) through the azomethine N was established. It was further supported through the shifting of the azomethine proton signal to higher or lower chemical shifts with Δδ = 0.43–1.15 ppm in 1H NMR. In addition, the shifting of the n−π*(CN) band in UV–vis spectra with Δλ = 24–40 nm indicated the involvement of azomethine nitrogen in the complexation. All the compounds showed no significant antibacterial activity against three bacterial strains, namely, Staphylococcus aureus subsp. aureus Rosenbach (ATCC 6538), Streptococcus mutans Clarke (ATCC 700,610), and Proteus vulgaris (ATCC 6380), as the percent growth inhibition calculated was less than 90%.

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Section: Resultssupporting

confidence: 90%

Section: Physicochemical and Spectroscopic Characterizationsupporting

confidence: 91%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

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Synthesis, Structural Characterization, Hirshfeld Surface Analysis, and Antibacterial Study of Pd(II) and Ni(II) Schiff Base Complexes Derived from Aliphatic Diamine

et al. 2022

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“…In fact, the light-blue compound dissolved in acetone, acetonitrile, or DMF (without excluding O 2 ) changes color to red over time. The dark-red crystals grown from DMF solve as Ni(salophen) (Figure ), , indicating that dehydrogenation or oxidation of the ligand backbone indeed has occurred. NMR analysis of the dark-red crystals further confirms the formation of Ni(salophen).…”

Section: Results and Discussionmentioning

confidence: 98%

Multiweek Experiments for an Inorganic Chemistry Laboratory Course: Synthesis of Nickel Complexes Supported by a Tetradentate Ligand with a N₂O₂ Donor Set

2020

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Inorganic Chemistry teaches students the concept that modifications to ligand structures, especially the donor properties, can have a drastic impact on the reactivity and stability of the metal complexes. Experiments described here reinforce this concept through the investigation of two tetradentate ligands derived from o-phenylenediamine and salicylaldehyde. The Schiff base ligand, H2salophen, reacts with Ni(OAc)2•4H2O to yield a maroon colored, square planar complex, Ni(salophen). Under the same conditions, the amine-type ligand, H2salophan, forms a light-blue compound with a formula Ni(salophan)(HOAc). Complex Ni(salophan) free of acetate may be produced from the reaction of H2salophan with Ni(OAc)2•4H2O in the presence of NaOH, but undergoes ligand dehydrogenation to yield Ni(salophen). Students conducting these experiments have the opportunity to learn synthetic techniques and various characterization methods. Most importantly, the inquiry-guided experimental design helps them develop critical thinking skills and apply acquired knowledge to solving a research problem in a laboratory course. File list (3) download file view on ChemRxiv Ni(salophen).pdf (1.69 MiB) download file view on ChemRxiv Ni(salophen).docx (12.01 MiB) download file view on ChemRxiv supporting spectra.pdf (1.

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Can Immobilization of an Inactive Iron Species Switch on Catalytic Activity in the Suzuki Reaction?

Tailor

Bedford

2019

Catal Lett

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We examined the synthetic and catalytic claims that immobilization of an Fe-PNP pincer complex (1) on an amine-modified graphene oxide support yields a useful heterogeneous catalyst for the Suzuki biaryl cross-coupling reaction. Complex 1 is not formed under the reported conditions, rather the iron sulfate heptahydrate starting material (melanterite) undergoes partial dehydration to give iron sulfate tetrahydrate (rozenite). Neither rozenite nor melanterite are catalytically competent.

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Air-Stable Cobalt(II) and Nickel(II) Complexes with Schiff Base Ligand for Catalyzing Suzuki–Miyaura Cross-Coupling Reaction

Cited by 18 publications

References 21 publications

Synthesis, Structural Characterization, Hirshfeld Surface Analysis, and Antibacterial Study of Pd(II) and Ni(II) Schiff Base Complexes Derived from Aliphatic Diamine

Synthesis, Structural Characterization, Hirshfeld Surface Analysis, and Antibacterial Study of Pd(II) and Ni(II) Schiff Base Complexes Derived from Aliphatic Diamine

Multiweek Experiments for an Inorganic Chemistry Laboratory Course: Synthesis of Nickel Complexes Supported by a Tetradentate Ligand with a N₂O₂ Donor Set

Can Immobilization of an Inactive Iron Species Switch on Catalytic Activity in the Suzuki Reaction?

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Air-Stable Cobalt(II) and Nickel(II) Complexes with Schiff Base Ligand for Catalyzing Suzuki–Miyaura Cross-Coupling Reaction

Cited by 18 publications

References 21 publications

Synthesis, Structural Characterization, Hirshfeld Surface Analysis, and Antibacterial Study of Pd(II) and Ni(II) Schiff Base Complexes Derived from Aliphatic Diamine

Synthesis, Structural Characterization, Hirshfeld Surface Analysis, and Antibacterial Study of Pd(II) and Ni(II) Schiff Base Complexes Derived from Aliphatic Diamine

Multiweek Experiments for an Inorganic Chemistry Laboratory Course: Synthesis of Nickel Complexes Supported by a Tetradentate Ligand with a N2O2 Donor Set

Can Immobilization of an Inactive Iron Species Switch on Catalytic Activity in the Suzuki Reaction?

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Multiweek Experiments for an Inorganic Chemistry Laboratory Course: Synthesis of Nickel Complexes Supported by a Tetradentate Ligand with a N₂O₂ Donor Set