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2,2'-[(4,5-Dimethyl-1,2-phenylene)bis(nitrilomethylidyne)]bis[phenol] (also referred to as N,N'-bis(salicylidene)-4,5-dimethyl-1,2-phenylenediamine or H2L) is a tetradentate Schiff base ligand with an NOON donor set, capable of forming stable complexes with transition metals such as Cu(II), Mn(II), Co(II), Ni(II), Zn(II), Al(III), Pd(II), and Cd(II). These complexes exhibit diverse coordination geometries (e.g., tetrahedral, square pyramidal) and demonstrate notable properties, including intense photoluminescence in the visible region due to extended π-conjugation upon metal coordination, as well as good thermal stability. Additionally, the ligand and its metal complexes have been explored for catalytic applications, such as phenol oxidation, and exhibit potential biological activity, including antimicrobial effects.

53364-11-7

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53364-11-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 53364-11-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,3,3,6 and 4 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 53364-11:
(7*5)+(6*3)+(5*3)+(4*6)+(3*4)+(2*1)+(1*1)=107
107 % 10 = 7
So 53364-11-7 is a valid CAS Registry Number.

53364-11-7Downstream Products

53364-11-7Relevant academic research and scientific papers

Host (nano cage of zeolite Y)/guest transition metal complexes of N,N-bis (salicylidene)4,5-dimethyl-1,2-phenylenediamine: Synthesis, characterization, catalytic activity for oxidation of phenol and kinetic study

Zendehdel,Mobinikhaledi,Mortezaei

, p. 283 - 292 (2015)

In this work, transition metal (M = Cu(II), Mn(II), Co(II), Ni(II)) complexes of tetradentate Schiff base ligand H2L: (C22H20N2O2) have been introduced to cavity of zeolite-Y by flexible ligand method

Synthesis, spectroscopic, photoluminescence properties and biological evaluation of novel Zn(II) and Al(III) complexes of NOON tetradentate Schiff bases

Abdel Aziz, Ayman A.,Badr, Ibrahim H. A.,El-Sayed, Ibrahim S. A.

, p. 388 - 396,9 (2012)

Novel mononuclear Zn(II) and Al(III) complexes were synthesized from the reactions of Zn(OAc)2·2H2O and anhydrous AlCl 3 with neutral N2O2 donor tetradentate Schiff bases; N,N′bis(salicylaldehyde)4,5-dimethyl-1,2-phenylenediamine (H 2L1) and N,N′bis(salicylaldehyde)4,5-dichloro-1,2- phenylenediamine (H2L2). The new complexes were fully characterized by using micro analyses (CHN), FT-IR, 1H NMR, UV-Vis spectra and thermal analysis. The analytical data have been showed that, the stoichiometry of the complexes is 1:1. Spectroscopic data suggested tetrahedral and square pyramidal geometries for Zn(II) and Al(III) complexes, respectively. The synthesized Zn(II), and Al(III) complexes exhibited intense fluorescence emission in the visible region upon UV-excitation in methylene chloride solution at ambient temperature. This high fluorescence emission was assigned to the strong coordination of the ligands to the small and the highly charged Zn(II) and Al(III) ions. Such strong coordination seems to extend the π-conjugation of the complexes. Thermal analysis measurements indicated that the complexes have good thermal stability. As a potential application the biological activity (e.g., antimicrobial action) of the prepared ligands and complexes was assessed by in-vitro testing of their effect on the growth of various strains of bacteria and fungi.

Synthesis, spectroscopic, fluorescence properties and biological evaluation of novel Pd(II) and Cd(II) complexes of NOON tetradentate Schiff bases

Ali, Omyma A.M.

, p. 188 - 195 (2014)

The solid complexes of Pd(II) and Cd(II) with N,N/bis(salicylaldehyde)4,5- dimethyl-1,2-phenylenediamine (H2L1), and N,N/bis(salicylaldehyde)4,5-dichloro-1,2-phenylenediamine (H2L 2) have been synthesized and ch

Nonheme manganese(III) complexes for various olefin epoxidation: Synthesis, characterization and catalytic activity

Lee, Sojeong,Park, Soyoung,Lee, Myoung Mi,Lee, Jiyoung,Kim, Cheal

, (2021/03/14)

Three mononuclear imine-based non-heme manganese(III) complexes with tetradentate ligands which have two deprotonated phenolate moieties, ([(X2saloph)Mn(OAc)(H2O)], 1a for X = Cl, 1b for X = H, and 1c for X = CH3, saloph = N,N-o-phenylenebis(salicylidenaminato)), were synthesized and characterized by 1H NMR, 13C NMR, ESI-Mass and elemental analysis. MnIII complexes catalysed efficiently various olefin epoxidation reactions with meta-chloroperbenzoic acid (MCPBA) under the mild condition. MnIII complexes 1a and 1c with the electron-withdrawing group -Cl and electron-donating group –CH3 showed little substituent effect on the epoxidation reactions. Product analysis, Hammett study and competition experiments with cis- and trans-2-octene suggested that MnIV = O, MnV = O, and MnIII-OOC(O)R species might be key oxidants in the epoxidation reaction under this catalytic system. In addition, the use of PPAA as a mechanistic probe demonstrated that Mn-acylperoxo intermediate (MnIII-OOC(O)R) 2 generated from the reaction of peracid with manganese complexes underwent both the heterolysis and the homolysis to produce MnV = O (3) or MnIV = O species (4). Moreover, the MnIII-OOC(O)R 2 species could react directly with the easy-to-oxidize substrate to give epoxide, whereas the species 2 might not be competent to the difficult-to-oxidize substrate for the epoxidation reaction.

A New Approach in Cancer Treatment: Discovery of Chlorido[ N, N′-disalicylidene-1,2-phenylenediamine]iron(III) Complexes as Ferroptosis Inducers

Sagasser, Jessica,Ma, Benjamin N.,Baecker, Daniel,Salcher, Stefan,Hermann, Martin,Lamprecht, Julia,Angerer, Stefanie,Obexer, Petra,Kircher, Brigitte,Gust, Ronald

, p. 8053 - 8061 (2019/09/06)

Chlorido[N,N′-disalicylidene-1,2-phenylenediamine]iron(III) complexes generate lipid-based ROS and induce ferroptosis in leukemia and neuroblastoma cell lines. The extent of ferroptosis on the mode of action is regulated by simple modifications of the sub

Dual-action platinum(II) Schiff base complexes: Photocytotoxicity and cellular imaging

Banerjee, Samya,Capper, Miles S.,Clarkson, Guy J.,Huang, Huaiyi,Sadler, Peter J.

, p. 157 - 166 (2019/06/07)

Nine photo-stable Pt(II) Schiff base complexes [Pt(O^N^N^O)] (Pt1–Pt9) containing tetradentate salicylaldimine chelating ligands have been synthesized and characterized as potential photosensitisers for photodynamic therapy (PDT). The effects of electron-withdrawing versus electron-donating substituents on their electronic spectral properties are investigated. Pt1–Pt9 show broad absorption bands between 400–600 nm, which makes them useful for green-light photodynamic therapy. The complexes showed intense phosphorescence with emission maxima at ca. 625 nm. This emission was used to track their cellular localization in cancer cells. Confocal cellular imaging showed that the complexes localized mostly in the cytoplasm. In the dark, the complexes were non-toxic to A549 human lung cancer cells, but exhibited high photo-toxicity upon low-dose green light (520 nm, 7.02 J/cm2) irradiation via photo-induced singlet oxygen generation. Thus, these photoactive Pt(II) complexes have the potential to overcome the problem of drug resistance and side effects of current clinical Pt(II) drugs, and to act as both theranostic as well as therapeutic agents.

Iron and cobalt salicylaldimine complexes as catalysts for epoxide and carbon dioxide coupling: effects of substituents on catalytic activity

Abu-Surrah, Adnan S.,Abdel-Halim, Hamzeh M.,Abu-Shehab, Hebah A. N.,Al-Ramahi, Esraa

, p. 117 - 122 (2017/02/23)

The synthesis and characterization of substituted ONNO-donor salen-type Schiff base complexes of general formula [MIII(L)Cl] (L?=?Schiff base ligand, M?=?Fe, Co) is reported. The complexes have been applied as catalysts for the coupling of carb

Spectral, electrochemical, thermal, DNA binding ability, antioxidant and antibacterial studies of novel Ru(III) Schiff base complexes

Aziz, Ayman A. Abdel,Elbadawy, Hemmat A.

, p. 404 - 415 (2014/03/21)

Four new air stable low spin Ru(III) complexes of the type [Ru(L 1-4)(H2O)2]Cl have been synthesized, where L = dianion of the tetradentate Schiff base ligands namely N, N′bis(salicylaldehyde)4,5-dimethy-l,2-phenylendiammi

Facile tuning of luminescent platinum(II) Schiff base complexes from yellow to near-infrared: Photophysics, electrochemistry, electrochemiluminescence and theoretical calculations

Reid, Ellen F.,Cook, Vernon C.,Wilson, David J. D.,Hogan, Conor F.

, p. 15907 - 15917 (2014/04/03)

The photophysical and related properties of platinum(II) Schiff base complexes can be finely and predictably tuned over a wide range of wavelengths by small and easily implemented changes to ligand structure. A series of such complexes, differing only in

Synthesis, spectral characterization, DNA binding ability and antibacterial screening of copper(II) complexes of symmetrical NOON tetradentate Schiff bases bearing different bridges

Bahaffi, Saleh O.,Abdel Aziz, Ayman A.,El-Naggar, Maher M.

experimental part, p. 188 - 196 (2012/08/27)

A novel series of four copper(II) complexes were synthesized by thermal reaction of copper acetate salt with symmetrical tetradentate Schiff bases, N,N′bis(o-vanillin)4,5-dimethyl-l,2-phenylenediamine (H2L 1), N,N′bis(salicylaldehyde

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