61424-75-7Relevant academic research and scientific papers
Synthesis, spectral, DFT calculations and biological studies of solvatochromic copper(II)-ONS hydrazone derived from 2-aminochromone-3-carboxaldehyde
Adly, Omima M.I.,Taha, Ali,Ibrahim, Magdy A.,Fahmy, Shery A.
, (2020)
New ONS hydrazone ligand, 2-[(2-aminochromon-3-yl)methylidene]-N-phenylhydrazinecarbothioamide, HL, was synthesized and reacted with different salts of Cu (II) ion (OAc?, NO3?, SO42? and Cl?) in absence and presence of secondary ligands (L′); 8-hydroxyquinoline, 1,10-phenanthroline or SCN?; to form binary and ternary Cu(II)-chelates. The ligand and its Cu(II)-complexes were fully characterized by analytical, spectral, thermal, conductivity and magnetic susceptibility measurements. The metal chelates showed octahedral, square planar and /or distorted tetraherdal arrangements. Coats–Redfern equations used to calculate the kinetic parameters of the thermal decomposition stages (Ea, A, ΔH, ΔS and ΔG). The compounds exhibit luminescence property; promising interesting potential applications as photoactive materials. Lippert–Mataga, Bakhshiev, Kawski–Chamma–Viallet and microscopic solvent polarity parameter and ETN correlation methods were applied on the solvatochromic shifts of emission spectra to evaluate the ground (μg) and excited (μe) states dipole moments. Excited state dipole moment is larger than the ground state which may be attributed to π-π* transition. The coordinating anions play an important role on the position and intensity of emission band. The ligand and its metal complexes showed antimicrobial activity towards Gram–positive bacteria, Gram–negative bacteria, yeast and fungus. The molecular structural parameters of HL and its Cu(II)- complexes have been calculated on the basis of DFT engaged in the Gaussian 09 program at the B3LYP/6-31G(d,p) level; the theoretical data are correlated with the experimental data.
Synthesis, characterization of binary and ternary copper(II)-semicarbazone complexes: Solvatochromic shift, dipole moments and TD-DFT calculations
Adly, Omima M.I.,Taha, Ali,Fahmy, Shery A.
, p. 362 - 376 (2019/04/04)
A novel semicarbazone O2N donor ligand, HL, was synthesized by condensation of 2-aminochromone-3-carboxaldehyde with semicarbazide hydrochloride. The HL ligand is allowed to react with several copper(II) salts namely: AcO–, NO3 –, SO4 2– and Cl–, in absence and presence of secondary ligand (SCN-, 8-HQ and 1,10-phen), forming binary and ternary copper complexes. Characterization of the compounds has been done using various techniques like elemental analyses, magnetic moments, conductance measurement, thermogravimetry and FT-IR, UV-Vis, 1H and 13C NMR, EPR and mass spectroscopy. The HL ligand acts as monoanionic O2N tridentate in most complexes, forming Cu(II) complexes with an octahedral and square planar geometrical arrangements. The compounds exhibit luminescence property; promising interesting potential applications as photoactive materials. The ground state (μg) and excited state (μe) dipole moments are estimated from solvatochromic shifts of absorption and fluorescence spectra as a function of the dielectric constant (?) and refractive index (n) by using Bilot–Kawski, Lippert–Mataga, Bakhshiev, Kawski–Chamma–Viallet and Reichardt correlation methods. Excited state dipole moment is observed as larger than the ground state dipole moment. The molecular structural parameters of the ligand and its Cu(II)- complexes have been calculated on the basis of DFT level implemented in the Gaussian 09 program at the B3LYP/6-31G(d,p) level and the theoretical data are correlated with the experimental data. The antibacterial properties of the ligand and its complexes have been screened against selected kinds of bacteria and fungi.
Binary and ternary copper(II) complexes of a tridentate ONS ligand derived from 2-aminochromone-3 carboxaldehyde and thiosemicarbazide: Synthesis, spectral studies and antimicrobial activity
Shebl, Magdy,Ibrahim,Khalil, Saied M.E.,Stefan,Habib
, p. 399 - 408 (2013/11/06)
A tridentate ONS donor ligand, HL, was synthesized by the condensation of 2-aminochromone-3-carbox-aldehyde with thiosemicarbazide. The structure of the ligand was elucidated by elemental analyses, IR, 1H and 13C NMR, electronic and mass spectra. Reaction of the ligand with several copper(II) salts, including AcO, NO3-, SO 42-, Cl, Br and ClO4- afforded different metal complexes that reflect the non-coordinating or weakly coordinating power of the ClO4- and Br anions as compared to the strongly coordinating power of AcO, SO42-, Cl and NO3- anions. Also, the ligand was allowed to react with Cu(II) ion in the presence of a secondary ligand (L′) [N,O-donor; 8-hydroxyquinoline or N,N-donor; 1,10-phenanthroline]. Characterization and structure elucidation of the prepared complexes were achieved by elemental and thermal analyses, IR, electronic, mass and EPR spectra as well as conductivity and magnetic susceptibility measurements. The EPR spin Hamiltonian parameters of some complexes were calculated. The metal complexes exhibited octahedral and square planar geometrical arrangements depending on the nature of the anion. The ligand and most of its metal complexes showed antibacterial activity towards Grampositive bacteria (Staphylococcus aureus and Bacillus subtilis), Gram-negative bacteria (Salmonella typhimurium and Escherichia coli), yeast (Candida albicans) and fungus (Aspergillus fumigatus).
A NOVEL SYNTHESIS OF BENZOPYRANYL ISOXAZOLINES : CYCLOADDITION REACTION OF CHROMONE NITRILE OXIDE
Baruah, Arpan K.,Prajapati, Dipak,Sandhu, Jagir S.
, p. 1127 - 1130 (2007/10/02)
A new nitrile oxide successfully prepared from 3-formylchromone is illustrated by reacting it with a variety of alkenes to afford novel benzopyranyl isoxazolines.
BENZO-γ-PYRONES.PART XII. REACTION OF 3-FORMYLCHROMONE WITH HYDROXYLAMINE
Basinski, Wlodzimierz,Jerzmanowska, Zofia
, p. 471 - 481 (2007/10/02)
Isolation of four new derivatives of isoxazole (5) and pyrazole (7, 8, 9) formed in a reaction of 3-formylchromone (1) with hydroxylamine or as products of further transformations is described.A possible explanation for the reaction course leading to compounds 5-10 is proposed.
Benzopyrones. 14. Synthesis and antiallergic properties of some N-tetrazolylcarboxamides and related compounds
Ellis,Becket,Shaw,Wilson,Vardey,Skidmore
, p. 1120 - 1126 (2007/10/08)
A series of chromones containing an acidic group has been synthesized and screened for the ability to inhibit passive cutaneous anaphylaxis and the release of histamine from mast cells of the rat. Many of the chromones contain the N-(5-tetrazolyl)carboxamido group, a novel source of acidity. Others contain a carboxyl, C-(5-tetrazolyl), 5-(4H)-oxotetrazolinyl, or N-(5-tetrazolyl)sulfonamido function. The compounds were compared with cromolyn sodium (sodium cromoglycate) and many were found to be powerful inhibitors of anaphylaxis. The most potent was 7-methoxy-4-oxo-N-(5-tetrazolyl)-4H-1-benzopyran-2-carboxamide (15). Structure activity relationships among the chromones and also some related compounds are discussed.
