The synthesis of heteroleptic cyanometallate aminopyridine complexes and an investigation into their structural properties with various spectroscopic methods

Kartal, Zeki; Şahın, Onur

doi:10.1016/j.molstruc.2020.129514

Cited by 6 publications

(5 citation statements)

References 45 publications

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“…Pada daerah 1447 cm -1 , menunjukkan adanya serapan khas untuk vibrasi ulur C=N pada cincin piridina. Adanya pergeseran bilangan gelombang yang cukup besar menunjukkan molekul terlibat dalam proses pembentukan ikatan [7],[9], [18] , sehingga dimungkinkan ligan 2aminopiridina berikatan dengan ion pusat kompleks melalui atom N piridina.…”

Section: Karakterisasi Dan Uji Aktivitas Antibakteriunclassified

Studi Karakterisasi dan Aktivitas Antibakteri Senyawa Kompleks dari Zink(II) Klorida, Kalium Tiosianat dan 2-Aminopiridina

et al. 2022

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The development of complex compounds as antibacterial continues to be carried out to overcome cases of microbial resistance. One of them is the development of complex compounds with thiocyanate and aminopyridine ligands which show good potential as antibacterial. Complex compound of zinc(II) chloride with thiocyanate and 2-aminopyridine ligands was successfully synthesized. The synthesis was carried out by mixing the reactants with ratio of Zn2+: 2-aminopyridine: SCN 1:2:2 under heating and stirring continuously for 6 hours. The Obtained beam-shaped colorless crystals were characterized using melting point, electrical conductivity, thiocyanate ion qualitative, FTIR, SEM-EDX, XRD powder and antibacterial activity against Salmonella typhi and Staphylococcus aureus test. The crystals melt at 160-165 0C. The results of the electrical conductivity test, qualitative test of thiocyanate ion, FTIR and SEM-EDX analysis indicate the presence of Zn2+, thiocyanate and 2-aminopyridine with ratio 1: 2: 2. Based on XRD powder spectral data and theoritical analysis, the complex synthesized compounds had high crystallinity and predicted has tetrahedral structure. Antibacterial test showed that against S.aureus, the compound had higher antibacterial activity than free ligands, but lower than chloramphenicol. Therefore, the antibacterial activity of the complex compound was classified as moderate.

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Section: Karakterisasi Dan Uji Aktivitas Antibakteriunclassified

Studi Karakterisasi dan Aktivitas Antibakteri Senyawa Kompleks dari Zink(II) Klorida, Kalium Tiosianat dan 2-Aminopiridina

et al. 2022

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“…Complexes with aminopyridine ligand such as poli-[Cu(NCS) 2 (x-NH 2 py) 2 ] [2], [Cd(μ-L) 2 (NH 2 py) 2 ] (L = SCN − , dca, N 3 − ) [5][6][7], [Mn(L) 2 (3-NH 2 py) 2 ] (L = dca, SCN − ) [5][6]8] and [Co(dca) 2 (2-NH 2 py) 2 ] [3] have shown to form a polymeric structure through bidentate ligands such as dicyanamide ion (dca), nitride ion (N 3 − ) and ambidentate ligand such as SCN − . The polymeric complexes can be obtained as long as octahedral coordination of the metal center is preserved, whereas complex compounds with tetrahedral geometry such as [Zn(NCS) 2 (x-NH 2 py) 2 ] (x = 2 and 3) [9][10], [Zn(CN) 2 (x-NH 2 py) 2 ] [11], [MCl 2 (x-NH 2 py) 2 ] (M = Zn(II), Co(II) [4,12] tend to form monomeric complexes [9,[13][14]. In addition, the aminopyridine ligands prefer to act as monodentate ligands, with amino groups acting as potential H-bond donors or acceptor sites [8][9]15] Meanwhile, the bidentate anion-ligands such as thiocyanate, dicyanamide, and acetate are potential ligands to form coordination polymer.…”

Section: ■ Introductionmentioning

confidence: 99%

Synthesis, Structural Determination and Antibacterial Properties of Zinc(II) Complexes Containing 4-Aminopyridine Ligands

Dasna,

Mariyam,

Wijaya

et al. 2023

Indones. J. Chem.

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Three zinc(II) complexes containing 4-aminopyridine (4-NH2py) [Zn(4-NH2py)2(NCS)2] (1), [Zn(4-NH2py)2Cl2] (2), and [Zn(4-NH2py)2(NCS)Cl] (3) were synthesized and characterized by FTIR and single crystal X-ray diffraction. All complexes adopt a slightly distorted tetrahedral geometry with different crystal packing. Complex 1 crystallizes in the orthorhombic Pmmn space group, complex 2 in the monoclinic C2/c space group, and complex 3 in the orthorhombic Pbca space group. Non-covalent interactions such as NC-S···H, -Cl···H, and µ-µ stacking interaction between 4-NH2py and other ligands (NCS− and Cl−) are observed in the crystals packing. In vitro, antibacterial screening of all complexes was evaluated against two bacteria (Escherichia coli and Staphylococcus aureus). The results show that 1 has the highest antibacterial activity than 2 and 3. This difference is due to differences in the interactions elicited by the anion ligands.

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“…Based on this hypothesis, preliminary studies conducted on model nitrile 1 rapidly confirmed that isotope exchange proceeded successfully (Figure A). In the presence of Ni(COD) 2 (40 mol %), trimethylphosphine PMe 3 (2 equiv), and DMAP (1.3 equiv) , in refluxing toluene, cyanide metathesis was optimal with stable Zn([ 13 C]CN) 2 (0.65 equiv corresponding to 1.3 equiv of [ 13 C]CN – ) as the isotopic source. Labeled nitrile [ 13 C]1 was isolated in 94% yield and 52% isotope enrichments, which is in line with the maximal value expected under dynamic conditions .…”

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“…As reported by Liu and co-workers, coordination of DMAP to Zn(CN) 2 might facilitate the transmetalation step. 35,36 In addition, its role as a coligand in nickel catalyzed transformation has also been recently claimed. 53−55 Attempts to highlight these intermediates in the nitrile CIE have thus far been unsuccessful.…”

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confidence: 99%

Direct Carbon Isotope Exchange of Pharmaceuticals via Reversible Decyanation

et al. 2021

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The incorporation of carbon-14 allows tracking of organic molecules and provides vital knowledge on their fate. This information is critical in pharmaceutical development, crop science and human food safety evaluation. Herein, a transition-metal-catalyzed procedure enabling carbon isotope exchange on aromatic nitriles is described. Utilizing the radiolabeled precursor Zn([ 14 C]CN) 2 , this protocol allows the insertion of the desired carbon tag without need of structural modifications, in a single step. Reducing synthetic costs and limiting the generation of radioactive waste, this procedure will facilitate the labeling of nitrile containing drugs and accelerate 14 C-based ADME studies supporting drug development. File list (2) download file view on ChemRxiv Manuscript.pdf (1.47 MiB) download file view on ChemRxiv Supporting Information.pdf (9.86 MiB)

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The synthesis of heteroleptic cyanometallate aminopyridine complexes and an investigation into their structural properties with various spectroscopic methods

Cited by 6 publications

References 45 publications

Studi Karakterisasi dan Aktivitas Antibakteri Senyawa Kompleks dari Zink(II) Klorida, Kalium Tiosianat dan 2-Aminopiridina

Studi Karakterisasi dan Aktivitas Antibakteri Senyawa Kompleks dari Zink(II) Klorida, Kalium Tiosianat dan 2-Aminopiridina

Synthesis, Structural Determination and Antibacterial Properties of Zinc(II) Complexes Containing 4-Aminopyridine Ligands

Direct Carbon Isotope Exchange of Pharmaceuticals via Reversible Decyanation

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