53302-39-9Relevant academic research and scientific papers
Schiff base ligands derived from 1,2-bis(2′-nitro-/amino-phenoxy)-3-R-benzene and 2-hydroxy-1-naphthaldehyde and their Cu/Zn(ii) complexes: synthesis, characterization, X-ray structures and computational studies
Aryaeifar, Mahnaz,Amiri Rudbari, Hadi,Blacque, Olivier,Islam, Mohammad Khairul,Scopelliti, Rosario,Braun, Jason D.,Herbert, David E.,Bruno, Giuseppe,Janiak, Christoph,Enamullah, Mohammed
, p. 6322 - 6339 (2021/09/28)
1,2-Bis(2′-nitrophenoxy)-3-R-benzenes {R = H (1), CH3(2) and OCH3(3)} have been prepared from the SNAr reaction between 1-fluoro-2-nitrobenzene and 3-R-catechol (aromatic diol), and are then reduced to the corresponding diamines 1,2-bis(2′-aminophenoxy)-3-R-benzene {R = H (4), CH3(5) and OCH3(6)}, respectively. Reaction of these diamines with 2-hydroxy-1-naphthaldehyde gives tetradentate Schiff base ligands {H2L: R = H (H2L1), CH3(H2L2) and OCH3(H2L3)}, respectively. The Schiff base ligands coordinate to metal(ii) ions to provide the complexesML1,ML2andML3(M = Cu and Zn), respectively. X-ray molecular structure determinations were performed to explore stereochemical rigidity as the origin of chirality induction in the dinitro (2), diamine (5) and Schiff base ligands (H2L1andH2L2) as well as in the complexes (ZnL2,ZnL3andCuL3), respectively. The structures feature an N2O2-chromophore from bis(2-oxo-1-naphthaldiminate) moieties with one additional weak Cu/Zn?O (ether) contact to give a 4 + 1 coordination with a distorted square-pyramidal geometry forZnL2,ZnL3andCuL3, respectively. Without considering this additional contact, the structures are distorted tetrahedral or distorted square-planar for the Zn or Cu complexes, such that a chiral Λ- and Δ-configuration at the metal atom is induced. All three metal complexes crystallize as a crystalline racemate or racemic mixture ofΛ/Δ-ML. The supramolecular packing in the structures is organized by inter-/intra-molecular π-π and C-H?π interactions, respectively. The optimized structures and excited state properties from DFT/TDDFT calculations support the experimental results.
Characterisation of novel macroacyclic hexadentate (n4o 2 and n2o4)schiff base ligands and their zinc(ii), copper(ii) and cobalt(II) complexes with ligands derived from reduction
Keypour, Hassan,Rudbari, Hadi Amiri,Azadbakht, Reza,Lotf, Ebrahim Abouzari
experimental part, p. 361 - 365 (2009/12/25)
themacrocyclic, hexadentate (N4O2 and N 2O4) Schiff base ligands, 1,2-bis(2'-nitrophenoxy)benzene, 1,2-bis (2'-nitrophenoxy)-4-t-butylbenzene), 1,2-bis(2'-aminophenoxy)benzene and 1,2-bis Zinc(II), copper(II) an
Synthesis and characterization of copper(II) and cobalt(II) complexes with two new potentially hexadentate Schiff base ligands. X-ray crystal structure determination of one copper(II) complex
Keypour, Hassan,Shayesteh, Maryam,Sharifi-Rad, Abdolhossein,Salehzadeh, Sadegh,Khavasi, Hamidreza,Valencia, Laura
, p. 3179 - 3187 (2008/12/22)
Two new potentially hexadentate N2O4 Schiff base ligands 2-((z)-(2-(2-(2-((z)-3,5-di-tert-butyl-2-hydroxybenzylideneamino) phenoxy) phenoxy) phenylimino) methyl)-4,6-di-tert-butylphenol [H2L1] and 2-((z)-(2-(2-(2-((z)-3,5-di-tert-butyl-2-hydroxybenzylideneamino) phenoxy)-5-tert-butylphenoxy) phenylimino) methyl)-4,6-di-tert-butylphenol [H2L2] were prepared from the reaction of 3,5-di-tert-butyl-2-hydroxy benzaldehyde with 1,2-bis(2′-aminophenoxy)benzene or 1,2-bis(2′-aminophenoxy)-4-t-butylbenzene, respectively. From the direct reaction of ligands [H2L1] and [H2L2] with copper(II) and cobalt(II) salts in methanolic solution and in the presence of N(Et)3 the neutral [CuL1], [CuL2], [CoL1] and [CoL2] complexes were prepared. All complexes were characterized by IR spectra, elemental analysis, magnetic susceptibility, mass spectra, molar conductance (Λm), UV-Vis spectra and in the case of [CuL2] with X-ray diffraction. X-ray crystal structure of [CuL2] showed that the complex contains copper(II) in a distorted square planar environment of N2O2 donors. Three CH/π interactions were observed in the molecular structure of latter complex.
