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1.
《Journal of Coordination Chemistry》2012,65(24):4399-4414
Three 3-amino-1,2,4-triazole (Hatz)-based paramagnetic metal complexes, {[Co2(Hatz)2(nip)2]·H2O}n (1), [Co(atz)(nb)]n (2), and {[Co3(H2O)4(Hatz)6(btc)2]·11.5H2O} (3) (nip2? = 5-nitroisophathalate, nb– = p-nitrobenzolate, and btc3– = 1,2,4-benzenetricarboxylate), were respectively prepared by introducing differently carboxylate-containing rigid coligands. All these complexes were structurally and magnetically characterized by single-crystal and powder X-ray diffractions, elemental analysis, FT-IR spectra, thermogravimetric and magnetic measurements. Complex 1 has a four-connected CdSO4-type framework with binuclear subunits periodically extended by ditopic μ-N1, N3-Hatz and carboxylate-containing linkers. Tetrahedral CoII ions in 2 are periodically interlinked into an undulated layer by anionic μ3-N1,N2,N3-atz? connectors with deprotonated nb– spacers located on the both sides. By contrast, complex 3 is a centrosymmetric trinuclear molecule aggregated by six neutral μ-N1, N3-Hatz molecules. The structural difference of 1–3 is significantly due to the flexible binding modes adopted by triazolyl and carboxylate groups. Additionally, 1 exhibits a field-induced metamagnetic transition from an antiferromagnetic ordering to a weak ferromagnetic state resulting from the magnetic competition between triazolyl and carboxylate mediators. Instead, comparable antiferromagnetic couplings transmitted by cyclic triazolyl groups are observed in the nearest neighbors of 2 and 3. 相似文献
2.
One‐Pot Synthesis of (1,2,3‐Triazolyl)methyl 3,4‐Dihydro‐2‐oxo‐1H‐pyrimidine‐5‐carboxylates as Potentially Active Antimicrobial Agents
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Minoo Dabiri Peyman Salehi Mahboubeh Bahramnejad Majid Koohshari Atousa Aliahmadi 《Helvetica chimica acta》2014,97(3):375-383
A simple and efficient one‐pot four‐component procedure has been developed for the synthesis of a wide range of compounds containing the (triazolyl)methyl oxo‐pyrimidine‐carboxylate system from propargyl β‐keto esters, various azides, aldehydes, and urea in the presence of catalytic amounts of (AcO)2Cu/sodium ascorbate in AcOH. The method worked well with different aryl and heteroaryl aldehydes, and for a variety of substituents in the triazolyl part of the molecule. The antimicrobial activities of the products were evaluated against two Gram‐positive and Gram‐negative bacteria, and one fungus. Compound 5j was active against Staphylococcus aureus and Candida albicans. 相似文献
3.
A facile and efficient Cu(I)‐catalyzed azide–alkyne cycloaddition reaction for the synthesis of a series of 3‐triazolyl‐2(1H)‐quinolones 3 have been developed using 3‐azido‐quinolin‐2(1H)‐one as the coupling partner. The optimized reaction conditions involve the use of eco‐ friendly ethanol as the solvent in the presence of copper(I) thiophene‐2‐carboxylate as the catalyst, to afford good to excellent yields of 3‐triazolyl‐2(1H)‐quinolone derivatives of biological interest. Copyright © 2013 John Wiley & Sons, Ltd. 相似文献
4.
An efficient route for the synthesis of triazole containing triaryl-1H-imidazole (3a–3r) was achieved involving multicomponent condensation of triazole aldehydes, ammonium acetate and 1,2-dicarbonyl compounds in glacial acetic acid. The structure of newly synthesized imidazoles was established by the FTIR, HRMS and NMR spectra. All the compounds displayed considerable antimicrobial activity against fungal and bacterial strains. The triazolyl imidazole 3p was substantially potent against P. aeruginosa (0.0113?µmol/mL), A. niger (0.0113?µmol/mL) and C. albicans (0.0056?µmol/mL) wherein triazolyl imidazoles 3i was found to be more potent against B. subtilis (0.0122?µmol/mL) & A. niger (0.0121?µmol/mL); and compound 3r was also found to be more potent against S. epidermidis (0.0117?µmol/mL) & C. albicans (0.0058?µmol/mL). As a result of docking studies, the binding affinity of the compound 3o was –9.6?kcal/mol which was even more in comparison to the binding affinity of co-crystallized ligand CBN (–9.4?kcal/mol). 相似文献
5.
Clovis Piovezan Fábio da Silva Lisboa Fábio Souza Nunes Sueli Maria Drechsel 《Transition Metal Chemistry》2011,36(1):79-85
We report the reactivity of three binuclear non-heme Fe(III) compounds, namely [Fe2(bbppnol)(μ-AcO)(H2O)2](ClO4)2 (1), [Fe2(bbppnol)(μ-AcO)2](PF6) (2), and [Fe2(bbppnol)(μ-OH)(Cl)2]·6H2O (3), where H3bbppnol = N,N′-bis(2-hydroxybenzyl)-N,N′-bis(2-methylpyridyl)–1,3-propanediamine-2-ol, toward the hydrolysis of bis-(2,4-dinitrophenyl)phosphate as models for phosphoesterase
activity. The synthesis and characterization of the new complexes 1 and 3 was also described. The reactivity differences observed for these complexes show that the accessibility of the substrate
to the reaction site is one of the key steps that determinate the hydrolysis efficiency. 相似文献
6.
Pablo Ballester Mickaël Claudel Stéphanie Durot Lucas Kocher Laetitia Schoepff Valérie Heitz 《Chemistry (Weinheim an der Bergstrasse, Germany)》2015,21(43):15339-15348
The synthesis of a zinc(II) porphyrin 1 with four appended triazolyl–pyridine chelates is reported. Complexation of the porphyrin peripheral ligands with AgI ions in a 1:2 binding stoichiometry afforded quantitatively the coordination cage [Ag4( 1 )2]4+. The assembly and disassembly processes of the cage were investigated in solution using UV/Vis spectroscopy. The mathematical analysis of the data obtained in the UV/Vis titration of 1 with AgI confirmed the assembly in CH2Cl2/MeOH (90:10) solution of a species having a 1:2 porphyrin/silver stoichiometry and assigned to it an overall stability constant of 5.0×1026 M ?5. The use of a model system allowed an independent assessment of a microscopic binding constant value (Km) for the interaction between the triazolyl‐pyridine ligand and AgI. The coincidence that existed between the Km values extracted from the model system and the titration of 1 provided an indication of the quality and fit of the data analysis. It also allowed the calculation of the average effective molarity (EM) value for the three intramolecular processes that led to the cage assembly as 2.6 mM . Simulated speciation profiles supported the conclusion that at millimolar concentration and working under strict stoichiometric control of the silver/porphyrin ratio, the cage [Ag4( 1 )2]4+ was the species exclusively assembled in solution. On the other hand, when the concentration of added AgI was approximately 2.6 mM , 50 % of the coordination cage disassembled into open aggregates. 相似文献
7.
《Journal of Coordination Chemistry》2012,65(18):2927-2936
Two 2-D metal-organic coordination polymers, {[Ag(NH2–BPT)] · NO3} n (1) and {[Ag(BPT)] · H2O} n (2), have been synthesized via self-assembly of AgNO3 and 4-amino-3,5-bis(3-pyridyl)-1,2,4-triazole (NH2–BPT) under hydrothermal conditions by controlling the reaction temperatures. Lower reaction temperature (140°C) led to formation of 1, which crystallizes in the monoclinic system, space group C2/c, a = 24.001(3), b = 15.844(2), and c = 12.981(3) Å, V = 2996.8(6) Å3, Z = 8. When the temperature was increased to 180°C, in situ deaminization of the organic ligand led to crystallization of 2 (space group P21 /n, a = 7.3106(10), b = 19.633(2), and c = 9.0596(16) Å, V = 1190.2(3) Å3, Z = 4). The NH2–BPT in 1 and BPT in 2 are μ4 tetradentate utilizing two triazolyl and two pyridyl nitrogens, generating an unusual 2-D layer, in which binuclear Ag(I) motifs and organic ligands are four-connecting nodes that inter-link in 4462 topology. Adjacent 2-D metal-organic layers are linked by a system of hydrogen bonds to form 3-D supramolecular frameworks. Strong blue fluorescence emissions are observed for 1 and 2 in the solid state at ambient temperature. 相似文献
8.
Lei Cui Xiao‐Peng He Li‐Xin Gao Jia Li Guo‐Rong Chen 《Journal of heterocyclic chemistry》2013,50(3):684-688
The efficient construction of triazolyl peptidomimetics via the powerful click chemistry for the discovery of small molecule‐based chemotherapeutic agents represents a promising strategy in drug development today. Herein, the synthesis of novel mono‐triazolyl or bis‐triazolyl amino acid derivatives was rapidly achieved via microwave‐assisted Cu(I)‐catalyzed azide‐alkyne 1,3‐dipolar cycloaddition (CuAAC). Subsequent in vitro enzymatic assay on several homologous protein tyrosine phosphatases (PTPs) identified the triazolyl dimers as new specific inhibitors of Cell Cycle Division 25B (CDC25B) phosphatase and Protein Tyrosine Phosphatase 1B (PTP1B). 相似文献
9.
Abstract The scope and limitations of the following methods for the synthesis of heteroarm star-branched polymers are presented: (a) divinylbenzene linking reactions; (b) coupling reactions with macromolecular silyl halides; and (c) 1,1-diphenylethylene-based living linking reactions. The methodology of using l, 3-bis(1-phenylethenyl)benzene to prepare A2B2 hetero 4-armed stars is reviewed, and the synthesis of well-defined (polystyrene)2(1,4-polybutadiene)2 heteroarm stars is described. The synthesis of well-defined ABC heteroarm star polymers using macromonomers functionalized with 1, 1-diphenylethylene groups is described. 相似文献
10.
Formation of Self‐Templated 2,6‐Bis(1,2,3‐triazol‐4‐yl)pyridine [2]Catenanes by Triazolyl Hydrogen Bonding: Selective Anion Hosts for Phosphate
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Dr. Joseph P. Byrne Dr. Salvador Blasco Anna B. Aletti Dr. Gary Hessman Prof. Thorfinnur Gunnlaugsson 《Angewandte Chemie (International ed. in English)》2016,55(31):8938-8943
We report the remarkable ability of 2,6‐bis(1,2,3‐triazol‐4‐yl)pyridine ( btp ) compounds 2 with appended olefin amide arms to self‐template the formation of interlocked [2]catenane structures 3 in up to 50 % yield when subjected to olefin ring‐closing metathesis in CH2Cl2. X‐ray diffraction crystallography enabled the structural characterization of both the [2]catenane 3 a and the non‐interlocked macrocycle 4 a . These [2]catenanes showed selective triazolyl hydrogen‐bonding interactions with the tetrahedral phosphate anion when screened against a range of ions; 3 a , b are the first examples of selective [2]catenane hosts for phosphate. 相似文献
11.
Asaithambi Gomathi Paranthaman Vijayan Shanmugam Suresh Raju Nandhakumar Takeshi Hashimoto 《Journal of Coordination Chemistry》2017,70(10):1645-1666
We report herein synthesis and characterization of four new organoruthenium(II) complexes of the type [RuH(CO)(PPh3)2(L1,2)]Cl (1, 3) and [Ru(CO)(Cl)2(AsPh3)(L1,2)] (2, 4) derived from the reaction of [RuHCl(CO)(EPh3)3] (E = P or As) with 2-(pyridine-2yl)benzoxazole (L1) and 2-(pyridine-2yl)benzthiazole (L2). Single-crystal X-ray diffraction data of 2 proved octahedral geometry of the complexes with a 1?:?1 ratio between the metal and the coordinated ligands. The binding affinities of 1–4 toward calf-thymus DNA (CT-DNA) and BSA were thoroughly studied by various spectroscopic techniques. Furthermore, the coordination compounds exhibit catecholase-like activities in the aerial oxidation of 3,5-di-tert-butylcatechol to the corresponding o-quinone and phosphatase-like activities in the hydrolysis of 4-nitrophenyl phosphate to 4-nitrophenolate ion. The kinetic parameters have been determined using Michaelis–Menten approach. The highest kcat values suggested that coordination compounds exhibit higher rates of catalytic efficacy. 相似文献
12.
Manh Linh Nguyen Jaeduk Byun Suwoong Kim June Won Hyun Kahyun Hur Tae Joo Shin Byoung‐Ki Cho 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2019,131(9):2775-2779
The 1,2,3‐triazole molecule, which is a product of click chemistry, possesses a high dipole moment and can be a useful polar motif for ferroelectric columnar liquid crystal (LC) materials—though it has not been used to date. Herein, we report the helical assembly and ferroelectric switching properties of a columnar liquid crystal comprising a naphthalene core and 1,2,3‐triazolyl linkages. The molecule assembles into a double‐stranded helical columnar LC structure (Colhel). The X‐ray simulations of cisoid and transoid columnar models suggest that the helical assembly comprises cisoid conformers with a non‐zero dipole moment. The helical columns in the Colhel phase are aligned homeotropically under an electric field. The ferroelectric switching of the axial polarization can be observed in the temperature range of 105–115 °C in the Colhel phase, wherein the triazolyl hydrogen bonding along the column axis is weakened. The ferroelectric switching event is attributed to the rotation of the polar triazolyl units in response to the electric field. 相似文献
13.
MaríaJos Gonzlez‐Moa Pedro Besada Carmen Tern Lourdes Santana Eugenio Uriarte Dolores Via 《Helvetica chimica acta》2006,89(5):954-961
The synthesis of new 1,2‐disubstituted, five‐ or six‐ring‐carbocyclic nucleoside analogues of cytidine, compounds 1 and 2a – d , are described. These compounds were obtained by aminolysis, starting from the corresponding uracil derivative, via nucleophilic displacement of a triazolyl (Scheme 1) or a (2,4,6‐triisopropylphenyl)sulfonyl (TPS) group (Scheme 2) at 4‐position of the pyrimidine ring. 相似文献
14.
Two two-dimensional coordination complexes, {[Cu4(BTM)6(OPA)4] · 4DMF · 3H2O}
n
(1) and {[Cu(BDTM)(OH)](ClO4) · 2H2O}
n
(2) (BTM = bis(1,2,4-triazol-1-yl)methane, BDTM = bis(3,5-dimethyl-1,2,4-triazol-1-yl)methane, OPA2− = ortho-phthalic dianion, DMF = N,N-dimethylformamide), were synthesized and structurally characterized. Each Cu(II) ion locates in a distorted square pyramidal
geometry in 1, in which OPA2− ligands bridge Cu2+ ions along a axis to form a magnetic transmission chain and BTM ligands act as flexible spacers to construct the two-dimensional layer
structure. In 2, each Cu2+ ion adopts tetra-coordination geometry to two hydroxyl groups and two triazolyl nitrogen atoms from two different BDTM ligands.
Two hydroxyl groups bridge two Cu2+ ions to form a rhombic diamond, and four BDTM ligands connect four diamonds to form a 36-membered macrocyclic structure with
large channels along a axis. Magnetic properties revealed that both OPA2− and OH− mediate anti-ferromagnetic interactions between Cu2+ ions with J = − 0.06(3) and −301.9(2) cm−1 for 1 and 2, respectively.
Electronic supplementary material The online version of this article (doi:) contains supplementary material, which is available to authorized users. 相似文献
15.
A microwave assisted green protocol for the synthesis of 1,4-disubstituted triazolyl N-carboxamides was explored using basic alumina as solid support. The method allows domino Ullmann-type reaction, Click reaction and formation of ester or amide linkages in a single reaction vessel using Cu(phen)(PPh3)Br and CMPA as catalyst and basic alumina as solid support in high yield. The protocol did not require addition of any external ligands or base. The method was also found to be equally good for the synthesis of bis triazole adducts. 相似文献
16.
Antonio Doménech Igor O. Koshevoy Noemí Montoya Tapani A. Pakkanen 《Analytical and bioanalytical chemistry》2010,397(5):2013-2022
A novel family of electrochemical anion sensors operating in aqueous media, based on the heterometallic Au(I)–Cu(I) [{Au3Cu2(C2R)6}Au3(PPh2C6H4PPh2)3](PF6)2 (L1, R = Fc; L2, R = C6H4Fc) alkynyl cluster complexes, is presented. Upon attachment to graphite and gold electrodes, these compounds exhibit a well-defined,
essentially reversible, solid-state electrochemistry in contact with aqueous media, based on ferrocenyl-centered oxidation
processes involving anion insertion, leading to distinctive pH-independent electrochemical responses for fluoride, chloride,
bromide, perchlorate, bicarbonate, carbonate, phosphate, hydrogen phosphate, dihydrogen phosphate, and nitrate anions. Cluster-modified
electrodes can be used as potentiometric sensors as a result of the reversible, diffusion-controlled electrochemistry obtained
for the anion-assisted electrochemical oxidation of L1 and L2. 相似文献
17.
Hussein Al‐Mughaid 《合成通讯》2013,43(18):2569-2575
Two new efficient routes for the synthesis of pentaerythritol monobenzyl ether are described. In one route, the known mono‐O‐benzylidenepentaerythritol (5) is selectively benzylated via its dibutylstannylene acetal and then the benzylidene acetal is hydrolized. In the other route, compound 5 is reduced directly to the monobenzyl ether using EtAlCl2‐Et3SiH. 相似文献
18.
Supanan Ampawa Nuttaporn Krittametaporn Thasanaporn Ungpittagul Khamphee Phomphrai Preeyanuch Sangtrirutnugul 《应用有机金属化学》2019,33(12)
Triazole‐based ligands, tris (triazolyl)methanol (Htbtm), bis (triazolyl)‐phenylmethanol (Hbtm), and phenyl (pyridin‐2‐yl)(triazolyl)methanol (Hpytm), with differences in ligand denticity (i.e., bidentate and tridentate) and type of N donors (i.e., triazole and pyridine) were functionalized onto a silica support to produce the corresponding SiO2‐ L ( L = tbtm, btm, pytm). Subsequent reactions with Pd (CH3COO)2 in CH2Cl2 yielded Pd/SiO2‐ L . ICP‐MS reveals that Pd loadings are higher with increased N loadings, resulting in the following trend: Pd/SiO2‐tbtm (0.83 mmol Pd g?1) > Pd/SiO2‐btm (0.65 mmol Pd g?1) ~ Pd/SiO2‐pytm (0.63 mmol Pd g?1). Meanwhile, TEM images of the used Pd/SiO2‐ L catalysts after the first catalytic cycle show that the mean size of Pd NPs is highest with Pd/SiO2‐pytm (8.5 ± 1.5 nm), followed by Pd/SiO2‐tbtm (6.4 ± 1.6 nm) and Pd/SiO2‐btm (4.8 ± 1.3 nm). Based on TONs, catalytic studies toward aerobic oxidation of benzyl alcohol to benzaldehyde at 60 °C in EtOH showed that Pd/SiO2‐pytm possessed the most active surface Pd(0) atoms, most likely as a result of more labile properties of the pyridine–triazole ligand compared to tris‐ and bis (triazolyl) analogs. ICP‐MS and TEM analysis of Pd/SiO2‐btm indicate minimal Pd leaching and similar average Pd NPs sizes after 1st and 5th catalytic runs, respectively, confirming that SiO2‐btm is an efficient Pd NPs stabilizer. The Pd/SiO2‐btm catalyst was also active toward aerobic oxidation of various benzyl alcohol derivatives in EtOH and could be reused for at least 7 reaction cycles without a significant activity loss. 相似文献
19.
A simple, mild, inexpensive and highly efficient method for the synthesis of 2,2-dimethyldihydropyranopterocarpans (4a–h and 5a–b) by formal (3+2) cycloaddition reactions of 2-alkoxy-1,4-benzoquinones (3a–b) with 2H-chromenes (1a–d and 2) using ZnCl2 at room temperature has been developed. 相似文献
20.
《Journal of Coordination Chemistry》2012,65(9):1097-1109
Equilibrium reactions of iron(III) with phosphate were studied spectrophotometrically by UV-Vis in the pH range of ~ 1.0-2.20. The STAR-94 Program was used to determine the number of absorbing species as well as the stoichiometries and formation constants of the complex species. Some literature values were further confirmed and new values of different stoichiometries were obtained. The kinetics and mechanism of Fe(III) with phosphate were studied in acidic medium. The reactive phosphate species were found to be only H3PO4 and H2PO? 4 and for Fe(III) were only Fe3+, FeOH2+ and Fe(OH)+ 2. The observed rate constants were pH as well as Tphos (total concentration of phosphate) dependent, i.e. Kobs,i = A i + B i Tphos + C i T2 phos (at a given pH). 相似文献