- Synthesis and characterization of copper(I) complexes with triazole derivative ligands containing an α-diimine moiety
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Two cuprous complexes Cu(L1)(PPh3)I (1) and Cu(L2)(PPh3)I (2) were obtained by reaction of Cu(PPh3)3I (PPh3 = triphenylphosphine) with two different α-diimine ligands L1(3, 5-di(2′-pyridyl)
- Wang, Wen-Jwu,Lin, Chien-Ho,Wang, Jau-Shuenn,Tang, Shang-Wei
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- Synthesis, structure, spectral, redox properties and anti-cancer activity of Ruthenium(II) Arene complexes with substituted Triazole Ligands
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Three versatile half-sandwich ruthenium(II) p-cymene complexes bearing substituted triazole ligands exhibit promising cancer cell growth inhibition activity towards A549 lung adenocarcinoma and MDA-MB-231 breast adenocarcinoma cells. In this context, the triazole based phthalimide protected new ligand (2-(3, 5-di(pyridin-2-yl)-4H-1,2,4-triazol-4-yl) isoindoline-1,3-dione) (L1) was prepared. Three ruthenium(II) p-cymene complexes [Ru(η6-p-cymene)(L1)Cl]Cl: [1]Cl, L1: (2-(3,5-di(pyridin-2-yl)-4H-1,2,4-triazol-4-yl)isoindoline-1,3-dione), [Ru(η6-p-cymene)(L2)Cl]Cl: [2]Cl and [Ru(η6-p-cymene)(L2)Cl](PF6): [2](PF6), L2 (2,2′-(4-(1H-pyrrol-1-yl)-4H-1,2,4-triazole-3,5-diyl) dipyridine) have been successfully synthesized and characterized by different spectral and analytical tools. Pyrrole protected substituted ruthenium complexes [2]Cl and [2](PF6) have been successfully identified structurally by single-crystal X-ray diffraction studies and confirmed the successful anion exchange. The redox properties of the ligands and the targeted metal complexes have been carefully examined. Cellular staining, live-cell imaging and MTT assay have been performed for all the complexes. We have demonstrated that our synthesized ruthenium(II) p-cymene complexes are capable of inducing significant cytotoxicity in A549 lung cancer cell lines, with an IC50 values of 6.56 ± 0.31 μM, 4.74 ± 0.2 μM and 13.67 ± 0.64 μM and in MDA-MB-231 breast cancer cell lines with an IC50 values of 1.13 ± 0.046 μM, 0.36 ± 0.016 μM and 11.32 ± 0.49 μM for [1]Cl, [2]Cl and [2](PF6) respectively.
- Muley, Arabinda,Karumban, Kalai Selvan,Gupta, Parth,Kumbhakar, Sadananda,Giri, Bishnubasu,Raut, Rajnikant,Misra, Ashish,Maji, Somnath
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- Coligand effects on the architectures and magnetic properties of octahedral cobalt(ii) complexes with easy-axis magnetic anisotropy
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Two mononuclear azido-cobalt(ii) complexes, with the formulas [Co(3,3-Hbpt)2(N3)2(H2O)2] (1) and [Co(abpt)2(N3)2]·H2O (2) (3,3-Hbpt = 1H-3,5-bis(3-pyridyl)-1,2,4-triazole; abpt = 4-amino-3,5-bis(2-pyridyl)-1,2,4-triazole), have been prepared by altering the pyridyl-triazole coligands. In both complexes, the Co(ii) centers feature hexa-coordinated environments with distorted octahedra in which the axial sites are identical, whereas the equatorial environments are finely modulated by the distinct chemical nature of the different coligands. It is worth noting that the distinct intermetallic distances in the two complexes (10.302 ? for 1 and 6.576 ? for 2) unambiguously cause a disparity in intermolecular interactions, implying their dissimilar magnetic behaviours. As a result, alternating current dynamic susceptibility measurements show that only 2 exhibits field-induced slow relaxation of magnetization with an effective energy barrier of 11.29 K, though large easy-axis magnetic anisotropies for both complexes are unveiled by combined analyses of the magnetic data and ab initio calculations.
- Liu, Xiangyu,Luo, Shuchang,Song, Weiming,Wang, Zheng,Wu, Yuewei,Xi, Jing,Yang, Jinhui
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- A structural investigation of anion-triazole interactions: Observation of "π-pockets" and "jr-Sandwiches"
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Eight mononuclear nickel(II) complexes of the ligands 4-amino-3,5-di(2- pyridyl)-1,2,4-triazole (adpt) and 4-pyrrolyl-3,5-di(2-pyridyl)-l,2,4-triazole ipldpti with the anions ClO4, BF4, PF6 and SbF6 have been prepared. In all cases the metal/ligand ratio is 1:3, and the complexes are of the form [NiL3](A)2-soiven(s where L = adpt or pldpt and A = one of the aforementioned anions. Five of these complexes have been structurally characterized by X-ray crystallography: four of these contain pldpt and strong anion-π interactions are observed, with two motifs present in all four structures. One of the anions occupies a "π-pocket" formed by two coordinated triazole rings and one coordinated pyridine ring. The other anion only interacts with one triazole ring, which is involved in the pocket around the first anion, such that the triazole ring is "sandwiched" by two anions. Surprisingly, in all four of these complexes, the two triazole centroid...anion distances in the anion-triazole-anion interactions [2.917(7)-3.005(10) A] are significantly shorter than in any of the other types of triazole-anion interactions [3.164(5)-3.456(9) A].
- White, Nicholas G.,Kitchen, Jonathan A.,Brooker, Sally
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- Probing the dinucleating behaviour of a bis-bidentate ligand: Synthesis and characterisation of some di- and mononuclear cobalt(II), nickel(II), copper(II) and zinc(II) complexes of 3,5-di(2-pyridyl)-4-(1H-pyrrol-1-yl)-4H-1,2,4- triazole
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As a probe of the dinucleating ability of the known but little studied bis-bidentate ligand 3,5-di(2-pyridyl)-4-(1H-pyrrol-1-yl)-4H-1,2,4-triazole (pldpt) its reactivity towards MX2·6H2O (M = CoII, NiII and ZnII; X = ClO4- and BF 4-) as well as Cu(ClO4)2· 6H2O, in a 1:1 metal-to-ligand molar ratio in MeCN, has been investigated. In the case of CoII, NiII and Zn II, these reactions gave dinuclear complexes MII 2(pldpt)2-X4(MeCN)m(H 2O)n, whereas for CuII initially the mononuclear complex [CuII(pldpt)2(ClO4) 2] was isolated, followed by the dinuclear complex [Cu II2(pldpt)2(MeCN)2(H 2O)2](ClO4)4. The use of the strongly polar aprotic co-solvent DMF resulted in the partial breakdown of the initial dinuclear entities in the case of CoII and NiII but not in the case of ZnII. In all five of the structurally characterised dinuclear complexes the (N′,N1,N 2,N″)2 double-bridging coordination mode is realised with distorted octahedral N4Y2-coordinated metal centres (Y = DMF, H2O or MeCN). The two mononuclear complexes feature the common trans-(N′,N1)2 coordination mode with axial DMF or ClO4- co-ligands. The near-perpendicular orientation [82.4(3)-88.8(1)°] of the π-electron-rich 4-(1H-pyrrol-1-yl) substituent with respect to the triazole ring of pldpt, observed in all of these structures, means that no π-interactions are expected between these rings so any electronic interaction is likely to be small. Whether a di- or mononuclear complex of pldpt forms is therefore primarily determined by a number of other factors, including the reaction stoichiometry, the nature of the counterions and the solvent, as well as the relative solubility of the various possible products. Clearly the nature of the N4 substituent can have a major impact on the last of these factors. Magnetic studies carried out on the dinuclear complexes revealed that the triazole bridges mediate relatively weak antiferromagnetic coupling between the two metal centres. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
- Klingele, Marco H.,Boyd, Peter D. W.,Moubaraki, Boujemaa,Murray, Keith S.,Brooker, Sally
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- High phenoxazinone synthase activity of two mononuclear: Cis -dichloro cobalt(ii) complexes with a rigid pyridyl scaffold
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Phenoxazinone synthase (PHS) is a pentanuclear copper enzyme studied for the last two decades, and though both manganese and copper complexes have been explored extensively, there are only a handful of reports on cobalt mononuclear moieties. In this regard, we have successfully synthesized two cis dichloro cobalt(ii) mononuclear complexes Co(bpy)2Cl2:[1] and Co(L1)2Cl2:[2] with polypyridyl ligands (where bpy = 2,2′-bipyridine, L1 = 2,2′-(1-methyl-1H-1,2,4-triazole-3,5-diyl)dipyridine) and thoroughly characterized them by different spectroscopic and analytical techniques such as FT-IR, 1H NMR, UV-vis spectroscopy and ESI mass spectra. The molecular structures of [1] and [2] are elucidated by single-crystal X-ray diffraction studies. Spectral properties and redox behaviour for both the complexes are examined. The complexes show phenoxazinone synthase activity under ambient conditions and thorough examination of the acquired spectroscopic data imply excellent reactivity for both. Kinetic parameters for both the complexes are evaluated and the turnover numbers (kcat value) of these two complexes are 201.24 h-1 and 249.57 h-1 for [1] and [2], respectively, which are quite high compared to those of previously reported similar complexes. The possible mechanistic route is also established with the help of mass spectroscopy and titrimetric analysis is performed to detect hydrogen peroxide that is a key intermediate formed in the catalysis and thus to prove the involvement of molecular oxygen in the oxidation. This report offers an in-depth summary of metal ion involvement and the extent of the phenoxazinone synthase activity. This journal is
- Giri, Bishnubasu,Karumban, Kalai Selvan,Kumbhakar, Sadananda,Maji, Somnath,Muley, Arabinda
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p. 521 - 532
(2022/01/22)
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- A practical strategy for construction and regulation of multi-functional triazepinium salts via highly efficient I2-catalyzed cyclization
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Synthesis of new functional organic molecules is a critical path that may greatly accelerate the evolution of organic optoelectronic materials. We have achieved a facile synthesis strategy to produce unique saddle-shaped multi-functional triazepinium salt
- Liu, Lang,She, Mengyao,Zhang, Jun,Wang, Zhaohui,Liu, Hua,Tang, Mi,Liu, Ping,Zhang, Shengyong,Li, Jianli
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supporting information
p. 3111 - 3116
(2020/06/18)
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- Metal iridium-triazole crystal-graphene oxide ternary nonlinear optical material and preparation method thereof
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The invention belongs to the field of a nonlinear optical material, and discloses a metal iridium-triazole crystal-graphene oxide ternary nonlinear optical material and a preparation method thereof. An iridium dichloro bridge compound and an organic auxiliary ligand of 4-amidogen-3,5-bi-(4-pyridine)-1,2,4-triazole are synthesized into a metal iridium complex; then, the metal iridium complex and the graphene oxide are used to be synthesized into the metal iridium-triazole crystal-graphene oxide ternary nonlinear optical material; the metal iridium complex is connected onto the graphene oxide surface in a covalent form. The characteristic combination of the metal iridium complex and a nanometer functional material is realized; a Z-scanning technology shows that the composite material has higher nonlinear absorption response on metal iridium complex monomers.
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Paragraph 0038; 0041; 0042
(2019/02/17)
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- A study on the condensation reaction of aryl substituted 4-amine-1,2,4-triazole with benzaldehydes: Structures and spectroscopic properties of schiff bases and stable hemiaminals
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A series of stable hemiaminals and Schiff bases containing 3,5-disubstituted 1,2,4-triazole derivatives were synthesized. The structure of the prepared compounds was confirmed by means of 1H NMR, 13C NMR, IR, MS and elemental analysi
- Wajda-Hermanowicz, Katarzyna,Pieni?zczak, Damian,Wróbel, Robert,Zatajska, Aleksandra,Ciunik, Zbigniew,Berski, S?awomir
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p. 108 - 122
(2016/03/01)
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- Copper-induced N-N bond cleavage results in an octanuclear expanded-core grid-like complex
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Reaction of copper(i) acetate and 4-amino-3,5-di(2-pyridyl)-1,2,4-triazole (adpt) in methanol under ambient conditions yields octanuclear [Cu II8(dpt)4(OH)4(OAc)8]; OAc = acetate anion, and dpt- = anion of deaminated adpt, 3,5-di(2-pyridyl)-1,2,4-triazolate. However, reaction of copper(ii) acetate with dptH gives tetranuclear [CuII4(dpt)2(OH)(OMe) (OAc)4]. The Royal Society of Chemistry 2012.
- White, Nicholas G.,Kitchen, Jonathan A.,Joule, John A.,Brooker, Sally
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supporting information; scheme or table
p. 6229 - 6231
(2012/07/28)
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- A facile and solvent-free synthesis of 3,5 -disubstituted-4-amino-1,2,4-triazoles by reactions of aromatic nitriles with hydrazine
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A variety of 3, 5-disubstituted-4-amino-1,2,4-triazoles were prepared by reactions of aromatic nitriles with hydrazine monohydrate. The structure of 3,5-diphenyl-4-amino-1,2,4-triazole was established by an X-ray analysis.
- Ikemi, Yukio,Hayashi, Naoto,Kakehi, Akikazu,Matsumoto, Kiyoshi
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p. 439 - 442
(2007/10/03)
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- Accelerated synthesis of 3,5-disubstituted 4-amino-1,2,4-triazoles under microwave irradiation
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A number of symmetrically 3,5-disubstituted 4-amino-1,2,4-triazoles are quickly prepared by the reaction of aromatic nitriles on hydrazine dihydrochloride in the presence of an excess of hydrazine hydrate in ethylene glycol under microwave irradiation. (C
- Bentiss, Fouad,Lagrenée, Michel,Barbry, Didier
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p. 1539 - 1541
(2007/10/03)
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- A simple one step synthesis of new 3,5-disubstituted-4-amino-1,2,4- triazoles
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A number of symmetrically 3,5-disubstituted 4-amino-1,2,4-triazoles have been prepared by the reaction of aromatic nitriles with hydrazine dihydrochloride or sulfate with an excess of hydrazine hydrate in ethylene or diethylene glycol under a nitrogen atm
- Bentiss,Lagrenee,Traisnel,Mernari,Elattari
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p. 149 - 152
(2007/10/03)
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