Novel Schiff base [N′,N′″-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(methanylylidene))di(benzohydrazide)] was formed by the condensation reaction of benzohydrazide with 2,2′-(ethane-1,2-diylbis(oxy))dibenzaldehyde. Its reaction with various metal ions was studied and the structures of the new products were characterized using common analytical and spectroscopic methods. All the metal complexes have pronounced anticancer activities. The antimicrobial activities against Gram-negative and Gram-positive bacteria were investigated.
4‐Triphenylmethyl‐1,2‐benzoquinone (TPMBQ) reacted with some metal ions and the structure of the new compounds had been identified. The metal to ligand ratio was 1:2 which was revealed by elemental analysis. The complexes were found to have octahedral geometry and their thermal stability was studied using thermogravimetric analysis technique. The molar conductance measurements revealed the electrolytic nature of the synthesized chelates. The IR spectra concluded the bidentate nature of the TPMBQ ligand while the 1H NMR revealed the presence of water molecules. The XRD spectra of Mn (II) and Fe (III) complexes concluded their crystalline structure while Co (II) and Cu (II) chelates refer to amorphous structures. The geometries of the TPMBQ ligand were optimized using Gaussian 09 W; density functional theory B3LYP method. (DFT)/basis set 6–311++G (d, p). HOMO and LUMO energy values for chelates, chemical hardness and electro‐negativity had been calculated. The ligand and its metal complexes had been examined against different kinds of bacteria such as Proteus vulgaris, Escherichia coli, Staphylococcus aurous and Bacillus subtitles to examine their antimicrobial activity. Molecular docking using Auto Dock tools were utilized.
The reaction of alkoxycarbonylmethylene(triphenyl)phosphoranes (2) with 4-triphenylmethyl-1.2-benzoquinone (1) in acetic anhydride at room temperature for 7 h led to the formation of alkyl (6-acetoxya,a,a-triphenyl-m-toly1)fumarates (7). alkyl (6-acetoxy-a,a,a-triphenyl-m-tolyl)maleates (8). benzofuran derivatives (13 and 14), 3,4-diacetoxytetraphenylmethane (18) along with triphenylphosphine and triphenylphosphine oxide. The action of alcoholic HCI on the fumarates 7 give the coumarin derivatives (19) whereas the maleates 8 yielded 19 and two additional products, alkyl (6-hydroxy-a,a,a-triphenylm-toly1)rnaleates (6) (20). Methylation of the products 6 with methyl iodide in dry acetone and anhydrous potassium carbonate gave the corresponding methyl ethers 21. When the maleates 6 were heated in boiling toluene for about 30 h, a mixture of the coumarin derivatives 19 and (2)-isomer of 20 was obtained. Triphenylphosphine reacted with quinone 1 in acetic anhydride to give quantitative yield of 18 with triphenylphosphine oxide. Possible reaction mechanisms are considered.
and (~)-5-triphenylrnethyl-3-alkoxycarbonylme~ylenebenzo[b]furan-Z(3H)-ones
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