scholarly journals Synthesis, characterization and spectroscopic properties of some 2-substituted 1,3-indandiones and their metal complexes

2009 ◽  
Vol 7 (3) ◽  
pp. 429-438 ◽  
Author(s):  
Anife Ahmedova ◽  
Vasil Atanasov ◽  
Petja Marinova ◽  
Neyko Stoyanov ◽  
Mariana Mitewa

AbstractNew 2-acyl-1,3-indandione derivatives, compounds 1–4, were obtained by condensation of 2-acetyl-1,3-indandione with benzaldehyde, thiophene-2-aldehyde, thiophene-3-aldehyde and furane-2-aldehyde, respectively. The structures of the newly synthesized 2-substituted 1,3-indandiones were characterized by means of spectroscopic methods (FT-IR, 1H and 13C NMR, UV-Vis and MS). Based on the obtained results it is suggested that the compounds exist in the exocyclic enolic form. Mass spectral fragmentation paths are also proposed. In order to verify the possibility for tautomerization processes of the newly synthesized compounds their absorption spectra were recorded in various solvents. Furthermore, the complexation properties of the compounds with metal(II) ions were also studied. A series of non-charged complexes with Cu(II), Cd(II), Zn(II), Co(II) and Ni(II) was isolated and analyzed by elemental analyses and IR. The paramagnetic Cu(II) complexes were studied by EPR and distorted, flattened tetrahedral structures are predicted. The other metal complexes show the presence of water molecules, most probably coordinated to the metal ion, thus forming octahedral geometry. Ultimately, the studied properties of the newly synthesized compounds, 1–4, suggest that they may find application as extracting agents for metal ions, rather than as optical sensors.

2015 ◽  
Vol 11 (9) ◽  
pp. 3888-3918
Author(s):  
Abduo S. El-Tabl ◽  
M. M. Abd-El Wahed ◽  
M. A. Wahba

Spectroscopic (IR, 1H-NMR, UV-visible, mass and ESR spectra) and structural studies of the ligand (1E, N'Z, N'Z)-N', N'-bis (2-hydroxybenzylidene)-2-(naphthalen-1-yloxy) acetohydrazonohydrazide (H2L) and its metal complexes are reported. The magnetic properties and thermal analyses (DTA and TGA) were also carried out. The IR spectra of the prepared complexes suggested that, the ligand adopted either a bidentate or a tetradentate fashion, bonding to the metal ion through the azomethine nitrogens and the two phenolic oxygen atoms (ONNO). Electronic spectra and magnetic susceptibility measurements revealed an octahedral geometry for all complexes except sliver(I) complex (6), copper(II) complex (7) and cobalt(II) complex (11). The elemental analyses and mass spectral data have justified the ML, ML2 and M3L composition of the complexes. The ESR spectra of copper(II) complexes (5), (7), (12) and (16), showed an axial type (dx2-y2) ground state with a covalent bond character and also support the suggested structures of complexes. The antimicrobial activity as well as the cytotoxicity of the ligand and its metal complexes were investigated and discussed.


1977 ◽  
Vol 55 (5) ◽  
pp. 831-840 ◽  
Author(s):  
Brian Maurice Lynch ◽  
Suresh Chandra Sharma

3-Oxo-s-triazolo[4,3-a]pyridine and various C-methyl derivatives (general structure 1) have been converted into the 2-β-D-ribofuranosyl species 2 and thence 4 via Friedel–Crafts catalyzed reaction with tetra-O-acetyl-β-D-ribofuranose, followed by deblocking. During the course of these reactions, rearrangements into the isomeric 3-β-D-ribofuranosyl-2-oxo-s-triazolo[1,5-a]-pyridines occur through ring-opening of the pyridine rings yielding species 3 and 5. The proportion of rearrangement products is dependent upon the position and number of the C-methyl substituents.Structural assignments for these compounds are based upon comparisons of spectroscopic properties (1H nmr, 13C nmr, uv) with model compounds from each isomeric series; structural assignments for these models are based on unequivocal mass-spectral fragmentation patterns. Unlike related triazolopyridine nucleosides with the ribose moiety attached to a pyridine nitrogen (Lynch and Sharma (1976)), there are no unusual aspects in the conformations of the nueleosides of types 4 and 5.


2021 ◽  
Author(s):  
Raed H. Althomali ◽  
Khalid A. Alamry ◽  
Mahmoud Hussein Abdo ◽  
Shams H. Abdel-Hafez

Abstract In this study, the catalytic reduction behavior of carboxylated alginic acid derivatives has been investigated against the harmful organic dyes including Methyl Orange (MO) and Congo Red (CR). Alginic acid was firstly oxidized through an easy addition of KMnO4 as an oxidizing agent. A carboxylated alginic acid (CAA) has been interacted with selected metal ions (Sn, Fe, Ni, and Zr) through coordination bonds at the value of pH = 4 to form the corresponding metal complexes namely: Sn-CAA, Fe-CAA, Ni-CAA and Zr-CAA. The consistency of the coordination was confirmed by several spectroscopic techniques including FT-IR, XRD, SEM, and EDX. The catalytic reduction of these metal ion-based products was carried out against MO and CR in the presence of NaBH4 as a reducing agent under UV irradiation. All catalysts based metal complexes showed enhanced catalytic reduction against CR compared to MO. Among all those mentioned metal complexes Sn-CAA showed the best catalytic reduction of these dyes. The time taken by the Sn-CAA for CR, and MO is 5 and 7min respectively. Ni-CAA was classified as the second efficient product against both dyes, where the reduction process took 20 and 9 min respectively. The other two catalysts took a long time for CR and MO reduction. Zr-CAA showed more than 80 % reduction of only CR dye within 20 min. Whereas, Fe-CAA did not show any significant sign of reduction against both the dyes after the same time. The order of higher catalytic reduction was illustrated as: Sn-CAA > Ni-CAA > Zr-CAA = Fe-CAA.


2019 ◽  
Vol 41 (5) ◽  
pp. 770-770
Author(s):  
Ali apan Ali apan ◽  
Erdal Canpolat Erdal Canpolat ◽  
Henar Sleman and Niyazi Bulut Henar Sleman and Niyazi Bulut

In this work, new Schiff baz ligand was synthesized by reaction of p-iminoacetophenone oxime with 3,5-dichlorosalicylaldehyde. Metal complexes of Co+2, Ni+2, Cu+2 and Zn+2 acetate metal salts were synthesized with this ligand. The ligand and complexes are characterized in experimental by their elemental analyses, X-ray, 1H-NMR, 13C-NMR, UV-Vis, FT-IR, magnetic susceptibility and thermogravimetric analyses (TGA) and also have been investigated by using quantum mechanical methods. The transition metals are coordinated to the schiff base through the azomethine nitrogen and the carboxyl oxygen atom. Obtained metal complexes were studied the magnetic properties and their geometries were determined. Co+2, Ni+2 and Zn+2 complexes have been found tetrahedral geometry and Cu+2 complex has been found four coordinated geometry.


Author(s):  
Suleiman A. Olagboye ◽  
Blessing John Bamisaye ◽  
Jerome Femi Adesugba

Sulfamethoxazole and metronidazole are antibiotics use for the treatment of various bacterial infections. Their use as ligand is very prominent in formation of metal complexes. The transition metal complexes are synthesized by reaction of Sulfamethoxazole and metronidazole with metals such Mn(II), Cu(II), Fe(II) and Ni(II). The synthesized metal complexes are tested as antibacterial and antifungal. The antimicrobial activity of the complexes displays good potency against some microorganism such as Xanthomonas axonopodis, Streptococcus faecalia, Salmonella entrica, Claribacter michiganense, Xanthomonas phaseolin for bacteria and S.roofisii, M.phonoides, C.lindimuthianum for the fungi, it is revealed that all copper complexes show stronger antibacterial activity than the free drugs. The spectroscopic properties of the complexes were investigated using UV/visible and FT-IR which show metal-charge from 3d to 3s transition in which the transition state shows that they are octahedral geometry and their coordination site respectively. Their percentage yield was moderately high and producible. The complexes synthesized have higher inhibitory activities than the free ligand. The drug resistance in microbes is resulting in the incompetence of available drugs to care for the infections. The thermal analysis shows that the complexes are stable.


2017 ◽  
Vol 13 (2) ◽  
pp. 1-15
Author(s):  
Rita Bhattacharjee Virupaiah Gayathri

A series of palladium(II) halo complexes of the types [PdX 2 L 2 ].nH 2 O {n = 0, X = Cl, L = L 2 , L 4 and L 5 ; X = Br, L = L 2 ; n = 1, X = Cl, L = L 1 and L 3 } and Pd 2 X 4 L 3 [X = Br, L = L 1 , L 3 , L 4   and L 5 ] were prepared where L is 6-R-5,6- dihydrobenzoimidazo quinazoline (R-Diq; where R = ethyl: L 1 / n or i-propyl: L 2 , L 3 / n or i-butyl: L 4 , L 5 ) and characterized by elemental analyses, conductivity measurements, TGA, infrared, electronic, NMR and mass spectral techniques. Based    on these studies monomeric/dimeric structure with a square planar geometry around the metal ion was proposed for all the complexes. Some of the complexes were investigated for anti-microbial activity.


2011 ◽  
Vol 699 ◽  
pp. 273-279
Author(s):  
A. Xavier ◽  
R Sathya ◽  
D. Usha ◽  
P.S. Harikrishnan

A series of metal complexes have been synthesized by the reaction of Schiff base with metal (II) salt solution. The complexes were characterized by UV and FT- IR studies. The study reveals that the geometry of the complexes were octahedral. The electronic spectra of these complexes show a strong absorption band in 550 – 580 nm region. This confirms the coordination of ligand with metal. The FT-IR shows a very strong band at 1606cm-1 assigned to C=N stretching vibration. It is shifted to lower wave number because of the complex formation, suggesting that coordination of the Schiff base groups through N- atoms with the metal ion. The band at 3056cm-1 is due to aromatic O-H stretching, the sharp peak at 750 cm-1 and 688 cm-1 are due to halogens substituted in the para position.


2007 ◽  
Vol 72 (4) ◽  
pp. 357-366 ◽  
Author(s):  
Kalagouda Gudasi ◽  
Manjula Patil ◽  
Ramesh Vadavi ◽  
Rashmi Shenoy ◽  
Siddappa Patil

A new ligand 5-[6-(5-mercapto-1,3,4-oxadiazol-2-yl)pyridin-2-yl]-1,3,4-oxadiazole- 2-thiol (L) and its Mn(II), Co(II), Ni(II), Cu(II), and Zn(II) complexes were synthesized. The authenticity of the ligand and its transition metal complexes were established by elemental analyses, conductance and magnetic susceptibility measurements, as well as spectroscopic (IR, 1H- and 13C-NMR, electronic, mass, ESR) and thermal studies. The IR and 1H-NMR spectral studies revealed the existence of the ligand in the thiol form in the solid state, whereas in the thione form in the dissolved state. The magnetic and electronic spectral studies suggest an octahedral geometry for all the complexes. The ligand acts as a tridentate ligand coordinating through the pyridine nitrogen and the nitrogen atoms (N-3' and N-3'') of the two oxadiazole rings. Antimicrobial screening of the ligand and its metal complexes were determined against the bacteria Escherichia coli and Bacillus cirroflagellosus, as well as against the fungi, Aspergillus niger and Candida albicans. .


Author(s):  
Grzegorz Świderski ◽  
Ryszard Łaźny ◽  
Michał Sienkiewicz ◽  
Monika Kalinowska ◽  
Renata Świsłocka ◽  
...  

: Dacarbazine, DAC, 5-(3,3-dimethyltriazeno)imidazol-4-carboxamideis is an imidazole-carboxamide derivative, that is structurally related to purines. DAC belongs to the triazene compounds, which are a group of alkylating agents with antitumour and mutagenic properties. DAC is a non-cell cycle specific drug, active on all phases of cellular cycle. In the frame of this work the 3d-metal complexes (cobalt and copper) with dacarbazine were synthesized. Their spectroscopic properties by the use of FT-IR, FT-Raman and 1HNMR were studied. The structures of dacarbazine and its complexes with copper(II) and cobalt(II) were calculated using DFT methods. The effect of metals on the electronic charge distribution of dacarbazine was discussed on the basis of calculated NBO atomic charges. The reactivity of metal complexes in relation to ligand alone was estimated on the basis of calculated energy of HOMO and LUMO orbitals. The aromaticity of imidazole ring in dacarbazine and the complexes was compared (on the basis of calculated geometric indices of aromaticity). Thermal stability of the investigated 3d-metal complexes with dacarbazine and the products of their thermal decomposition were analyzed.


Molecules ◽  
2021 ◽  
Vol 26 (16) ◽  
pp. 4908
Author(s):  
Rubina Munir ◽  
Noman Javid ◽  
Muhammad Zia-ur-Rehman ◽  
Muhammad Zaheer ◽  
Rahila Huma ◽  
...  

In this article, a synthesis of N’-(benzylidene)-2-(6-methyl-1H-pyrazolo[3,4-b]quinolin-1-yl)acetohydrazides and their structural interpretation by NMR experiments is described in an attempt to explain the duplication of some peaks in their 1H- and 13C-NMR spectra. Twenty new 6-methyl-1H-pyrazolo[3,4-b]quinoline substituted N-acylhydrazones 6(a–t) were synthesized from 2-chloro-6-methylquinoline-3-carbaldehyde (1) in four steps. 2-Chloro-6-methylquinoline-3-carbaldehyde (1) afforded 6-methyl-1H-pyrazolo[3,4-b]quinoline (2), which upon N-alkylation yielded 2-(6-methyl-1H-pyrazolo[3,4-b]quinolin-1-yl)acetate (3). The hydrazinolysis of 3 followed by the condensation of resulting 2-(6-methyl-1H-pyrazolo[3,4-b]quinolin-1-yl)acetohydrazide (4) with aromatic aldehydes gave N-acylhydrazones 6(a–t). Structures of the synthesized compounds were established by readily available techniques such as FT-IR, NMR and mass spectral studies. The stereochemical behavior of 6(a–t) was studied in dimethyl sulfoxide-d6 solvent by means of 1H NMR and 13C NMR techniques at room temperature. NMR spectra revealed the presence of N’-(benzylidene)-2-(6-methyl-1H-pyrazolo[3,4-b]quinolin-1-yl)acetohydrazides as a mixture of two conformers, i.e., E(C=N)(N-N) synperiplanar and E(C=N)(N-N)antiperiplanar at room temperature in DMSO-d6. The ratio of both conformers was also calculated and E(C=N) (N-N) syn-periplanar conformer was established to be in higher percentage in equilibrium with the E(C=N) (N-N)anti-periplanar form.


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