788-25-0Relevant articles and documents
Synthesis and spectroscopic properties of a copper(II) binuclear complex of a novel tetradentate asymmetrical Schiff base ligand and its DFT study
Rajaei, Iman,Mirsattari, Seyed Nezamoddin
, p. 479 - 489 (2015)
A new asymmetrical Schiff base ligand, N,N′-(salicylidene)-5-bromo-2-hydroxybenzaldehyde-p-phenylenediamine (SBHBP), and its binuclear Cu(II) complex have been synthesized. The molecular structures and spectroscopic properties of the ligand and its complex were experimentally characterized by elemental analysis, FT-IR, NMR and UV-Vis spectroscopic techniques and computationally by the density functional theory (DFT) method. The molecular geometry and vibrational frequencies of the SBHBP ligand in the ground state have been calculated using the B3LYP/6-31G(d,p) and 6-31++G(d,p) basis sets. A potential surface scan study was carried out and the most stable geometry of the SBHBP ligand was confirmed. The calculated results show that the optimized geometry can well reproduce the structural parameters, and the theoretical vibrational frequencies are in good agreement with the experimental values. On calculation of the electronic absorption spectra, TD-DFT calculations were carried out in both the gas and solution phases. The energetic behavior of the SBHBP ligand has been examined in solvent media using the B3LYP method with the 6-31G(d,p) and 6-31++G(d,p) basis sets by applying the Onsager method and polarizable continuum model (PCM). Additionally, Mulliken and NBO atomic charges, NMR analysis, molecular electrostatic potential (MEP) and frontier molecular orbitals (FMO) analysis of the SBHBP ligand were investigated using theoretical calculations.
Carbonyl releasing Schiff base complex of Fe (III): synthesis, physicochemical characterization, antimicrobial and anticancer studies
Kupwade,Sawant
, (2020)
Abstract: The carbonyl releasing Schiff base chelate derived Fe(III) complex has been synthesized following the simple wet chemical method. The rhombohedral packing of ligands with the metal ion in the complex was confirmed by its XRD pattern and FTIR spe
Synthesis and physicochemical characterization of Schiff bases used as optical sensor for metals detection in water
Garcias-Morales, Cesar,Espinosa Maldonado, Josué,Ariza Castolo, Armando,Perez Berumen, Catalina M.,Lobato, Marco Antonio,Rodriguez, Mario Alejandro,Espinoza Roa, Arian
, (2020/10/23)
In this work, chemical mechanic synthesis of six imines is reported, chemical structure and optical characterization is described. The imines 3a-3f were evaluated as colorimetric chemical sensors of metals: Ba2+, Co2+, Fe2+, Mg2+, Ni2+, Pb2+, Zn2+, Cd2+, Hg2+, Cu2+, Sn2+ and Cs+ where 3e being a highly selective colorimetric chemical sensor for Cu2+. The limit detection of the sensor was determined through the titration, which turned out to be 4.9 × 10?6 M with a Ka of 8.264 × 103 M?1. Also, the interference of detection in a mixture of metals was studied. Finally, by the use of IR, NMR, and DFT calculations, the structure of the 3e + M complex formed, and the phenomenon responsible for the color change was determined. Finally, a possible relationship between the selectivity to metal ions and the HOMO energy levels of the molecules is proposed, being a basis for the design of smart organic sensors
A novel schiff base ligand and its copper complex: Synthesis, characterization, X-ray crystal structure and biological evaluation
Akbarzadeh-T, Niloufar,Du?ek, Michal,Eigner, Václav,Fazli, Mahboubeh,Kondori, Tahere,Mir, Behrouz
, (2020/10/13)
A novel Schiff base ligand of (4-nitroaniline-2-hydroxybenzaldehyde) (a) and its complex [Cu(4-nitroaniline-2-hydroxybenzaldehyde)2] (b) were synthesized and characterized by FT-IR, UV–Vis spectroscopy, elemental analysis and X-ray crystallography.The antibacterial activities have been studied in-vitro against two gram-negative (E. coliandPseudomonas aeruginosa) and two gram positive (Staphylococcus aureus and Enterococcus faecalis)standard bacterial strains. The ligand and its metal chelate were screened for their antimicrobial activities using the disk diffusion method against the selected bacteria. The complex (b) was a stronger antibacterial agent than the free ligand as well as its corresponding metal salt, and it was more active against the gram-positive than gram-negative bacteria.
Facile synthesis, solublization studies and anti-inflammatory activity of amorphous zinc(Ii) centered aldimine complexes
Ali, Uzma,Alshater, Heba,Imran, Muhammad,Maalik, Aneela,Noor, Sadia,Qureshi, Ahmad Kaleem,Raheel, Ahmad,Sharif, Muhammad,Taj, Muhammad Babar,Tirmizi, Syed Ahmad
, p. 929 - 941 (2021/06/26)
In this study, Zn(II) centered complexes with aldimine derivatives were synthesized using green solvent, polyethylene glycol (PEG-400) and amorphous complexes were characterized by FT-IR, multinuclear (1H and13C NMR), elemental and thermal analysis. Thermogravimetric analysis indicated the extended thermal stability of the synthesized complexes. All the Zn(II) complexes show very significant photoexcitation in the range of 318 – 384 nm and photoemission in the range of 502 – 562 nm. Among all the complexes, Zn(II) complex (3Zn) showed minimum band gap value, 2.35 eV. These amorphous complexes have been reported for their wide applications in biomedical sciences. The synthesized aldimine ligands and Zn(II) complexes were investigated for anti-inflammatory activity and these complexes showed more anti-inflammatory potential than the corresponding aldimine ligands. The solubilization of zinc complexes in sodium dodecyl sulphate was also investigated to reveal the interaction of metal complexes by using UV-Visible spectroscopy and electrical conductivity measurements.
Synthesis and biological activities of a nitro-shiff base compound as a potential anti-inflammatory agent
Buccini, Danieli Fernanda,Moreno, Susana Elisa,Roriz, Beatriz Cardoso,Santos, Beatriz Fuzinato dos,Silva, Suellen Rolon de Sousa,Domingues, Nelson Luís de Campos
, (2020/03/30)
In order to discover a new compound having anti-inflammatory activity, a nitro-Schiff base was evaluated. The compound was synthesized and characterized by 1H NMR and 13C NMR. The cytotoxic activity was evaluated in vitro by hemolysi
Syntheses, structures and catalytic properties of ruthenium(II) nitrosyl complexes with bidentate and tetradentate Schiff base ligands
Wu, Fule,Wang, Chang-Jiu,Lin, Hui,Jia, Ai-Quan,Zhang, Qian-Feng
, p. 718 - 723 (2017/12/26)
Treatment of Ru(NO)Cl3·xH2O with 1 equiv. bidentate Schiff bases in the presence of triethylamine in DMF/THF afforded a series of anionic ruthenium(II) nitrosyl complexes of the type [Et3NH][Ru(κ2-N,O-LR)(NO)Cl3] (HLR = 2-butyliminomethyl-phenol 1, 2-(benzylimino-methyl)-phenol 2, 2-[(4-chloro-phenylimino)-methyl]-phenol 3, 2-[(4-nitro-phenylimino)-methyl]-phenol 4, 2-[(2,6-diisopropyl-phenylimino)-methyl]-phenol 5). Interaction of Ru(NO)Cl3·xH2O and 1 equiv. tetradentate Schiff bases under the same condition led to isolation of an anionic complex [Et3NH][Ru(κ2-N,O-L-CH2CH2-NOH)-(NO)Cl3] (HL-CH2CH2-NOH = N,N′-disalicylidene-1,2-ethanediamine 6) and a neutral complex [Ru(salen-phn)(NO)Cl] (H2salen-phn = N,N′-disalicylidene-1,2-phenyldiamine 7). The molecular structures of 1·?C2H5OH, 2–6, and 7·CH2Cl2 have been determined by single-crystal X-ray crystallography. Investigation of the catalytic properties of ruthenium(II) nitrosyl complexes 1–7 showed that they are efficient catalytic precursors for the transfer hydrogenation of acetophenone.
Synthesis, structure and catalytic alcohol oxidation by ruthenium(III) supported by Schiff base and triphenylphosphine ligands
Tang, Li-Hua,Wu, Fule,Lin, Hui,Jia, Ai-Quan,Zhang, Qian-Feng
, p. 212 - 218 (2018/04/02)
Treatment of [RuCl2(PPh3)3] with two equiv. bi-dentate Schiff base N,O-LH-Cl (N,O-LH-Cl = 2[(3-chloro-phenylimino)-methyl]-phenol) or N,O-LH-NO2 (N,O-LH-NO2 = 2[(4-nitro-phenylimino)-methyl]-phenol) in the presence of triethylamine afforded cis-[RuCl(PPh3)(κ2-N,O-L-Cl)2] (1) and trans-[RuCl(PPh3)(κ2-N,O-L-NO2)2]·Et2O (2), respectively. Reactions of [RuCl2(PPh3)3] and equal equiv. tetra-dentate Schiff bases gave corresponding ruthenium(III) complexes [RuCl(PPh3)(salen)] (3) (H2salen = N,N′-disalicylidene-1,2-ethanediamine), [RuCl(PPh3)(salipn)]·2CH2Cl2 (4) (H2salipn = N,N′-disalicylidene-1,2-(1-methyl)ethanediamine), [RuCl(PPh3)(salpn)]·CH2Cl2 (5) (H2salpn = N,N′-disalicylidene-1,2-propanediamine), [RuCl(PPh3)(salphen)]·CH2Cl2 (6) (H2salphen = N,N′-disalicylidene-1,2-phenyldiamine), [RuCl(PPh3)(saltoln)]·CH2Cl2 (7) (H2saltoln = N,N′-disalicylidene-1,2-tolyldiamine) and [RuCl(PPh3)(salcyn)] (8) (H2salcyn = N,N′-disalicylidene-(R,R)-1,2-cyclohexanediamine). The molecular structures of complexes 1–5 and 7 have been determined by single-crystal X-ray crystallography. The catalytic oxidation properties of ruthenium(III) complexes 1–8 were tested towards alcohols in the presence of N-methylmorpholine-N-oxide.
Catalyst-free allylation of 2-aminophenol–derived aldimines with allyltrichlorosilane under thermal conditions
Venkatanna, Kesa,Ramanathan, Chinnasamy Ramaraj
supporting information, p. 3650 - 3653 (2017/08/22)
Allylation of 2-aminophenol-derived aldimines using allyltrichlorosilane under catalyst free conditions has been developed. This reaction afforded the corresponding homoallylic amines in good to excellent yields (68–94%). The salicylaldehyde-derived aldimines as well as benzoylhydrazone also found to react with allyltrichlorosilane smoothly under the same conditions, to furnish the corresponding homoallylic amine derivatives. This study suggests that the phenolic –OH group acts as an anchoring group for the transfer of allyl group from allyl silane reagent.
Abnormal effect of hydroxyl on the longest wavelength maximum in ultraviolet absorption spectra for bis-aryl Schiff bases
Cao, Chao-Tun,Zhou, Wei,Cao, Chenzhong
, (2017/09/19)
Two sets of bis-aryl Schiff bases that contain 4(or 4′)-OH and 2(or 2′)-OH were synthesized. The first set consists of 4-HOArCH=NArY and XArCH=NArOH-4′, and the second set consists of 2-HOArCH=NArY and XArCH=NArOH-2′. Their ultraviolet absorption spectra were measured and investigated. A very interesting phenomenon was observed by analyzing their wave number νmax (cm?1) of longest wavelength maximum λmax (nm) of ultraviolet. Compared with the change regularity of the νmax of XArCH=NArY (where the X and Y excluded OH), the 4′-position hydroxyl (4′-OH) and 2′-position hydroxyl (2′-OH) have abnormal performance. The details are the following: the 4′-OH contributes an additional red shift to the νmax of XArCH=NArOH-4′ (λmax increase), whereas the 2′-OH contributes an additional blue shift to the νmax of XArCH=NArOH-2′ (λmax decrease). In addition, there are ortho steric effects of all 2-OH and 2′-OH on the νmax for 2-HOArCH=NArY and XArCH=NArOH-2′, and the ortho steric effect contributes a red shift to their νmax. These experimental facts can provide an important theoretical reference for us using aryl Schiff base compounds as optical materials and performing the molecular design.
