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Reactions of 2-acetylpyridine aminoguanidine with Cu(II) under different reaction conditions 不同反应条件下2-乙酰吡啶氨基胍与Cu(II)的反应
4区 化学 Q3 Chemistry Pub Date : 2023-01-01 DOI: 10.2298/jsc230707060k
Marijana Kostic, Nikola Radnovic, Marko Rodic, Holló Barta, Ljiljana Vojinovic-Jesic, Mirjana Radanovic
Aminoguanidine derivatives are the focus of research because of their various biological activities, such as antiviral, antibacterial, analgesic, antioxidant, and anticancer. Their complexes with different metals are also examined and many of them show significant biological activity, too. Besides, some of the complexes show good photoluminescent properties and are used for the preparation of photoelectronic devices. In accordance, the synthesis, physicochemical, structural, and thermal characterization of the complexes of 2-acetylpyridine aminoguanidine (L) with copper(II) is described here. Under different reaction conditions, Cu(II) with L gives three complexes of different compositions. By varying the strength of basicity of the deprotonating agent used, it was proven here that the Schiff base could be coordinated in neutral or monoanionic form. In the presence of pyridine, a coordination polymer is obtained, while in the presence of ammonia/lithium acetate two different monomeric complexes were crystallized. Their physicochemical and thermal properties, as well as molecular and crystal structure, are determined.
氨基胍衍生物因其具有抗病毒、抗菌、镇痛、抗氧化、抗癌等多种生物活性而成为研究的热点。它们与不同金属的配合物也被研究,其中许多也显示出显著的生物活性。此外,一些配合物表现出良好的光致发光性能,可用于制备光电子器件。据此,本文描述了2-乙酰吡啶氨基胍(L)与铜(II)配合物的合成、理化、结构和热表征。Cu(II)与L在不同反应条件下得到三种不同组成的配合物。通过改变所使用的去质子化剂的碱度强度,证明了希夫碱可以以中性或单阴离子形式配位。在吡啶存在下,得到配位聚合物,而在氨/醋酸锂存在下,两种不同的单体配合物结晶。确定了它们的物理化学和热性质,以及分子和晶体结构。
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引用次数: 0
Microplastics - ecosystem pollutants (review) 微塑料。生态系统污染物(综述)
4区 化学 Q3 Chemistry Pub Date : 2023-01-01 DOI: 10.2298/jsc230516073m
Elena Mollova, Emilia Ivanova, Sevdalina Turmanova, Aleksandar Dimitrov
The presence of microplastics in different ecosystems has been intensively studied since the beginning of the 21st century. They have since been found in all components of the environment as well as in a number of organisms. Microplastics is a term for particles (MPs) whose size is 1 ?m - 5 mm that are formed during the breakdown of larger plastic products or are produced in microsizes for various industrial and cosmetic products. The distribution of these particles is due to their rapid transportation over large distances which is facilitated mainly by their small size and low density. There are still no uniform methods and standardised procedures for sampling and analysis. Therefore, the facts about the occurrence, distribution and threats to ecosystems and human health from MPs are not yet fully understood. This literature review is a broad presentation of the state of knowledge on the distribution of MPs in the atmosphere, water, soil, and organisms. In addition, this document describes the most widely used methods for separation, identification and characterisation of microplastics.
自21世纪初以来,人们对不同生态系统中微塑料的存在进行了深入研究。从那以后,在环境的所有组成部分以及许多生物体中都发现了它们。微塑料是一个术语,指的是在较大的塑料制品分解过程中形成的颗粒(MPs),或者是用于各种工业和化妆品的微尺寸颗粒。这些颗粒的分布是由于它们在远距离上的快速运输,这主要是由于它们的小尺寸和低密度。目前仍没有统一的取样和分析方法和标准化程序。因此,关于MPs的发生、分布以及对生态系统和人类健康的威胁的事实尚未完全了解。这篇文献综述是对MPs在大气、水、土壤和生物中的分布的知识状态的广泛介绍。此外,本文件描述了最广泛使用的分离、鉴定和表征微塑料的方法。
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引用次数: 0
Investigating inhibition characteristics of Butea monosperma leaf extracts to retard stainless steel biocorrosion in the presence of sulfate-reducing bacteria 研究丁茶叶提取物在硫酸盐还原菌存在下对不锈钢生物腐蚀的抑制作用
IF 1 4区 化学 Q3 Chemistry Pub Date : 2023-01-01 DOI: 10.2298/jsc221230026m
Shiv Manu, N. Selvam, Manivannan Ramachandran
The influence of sulfate-reducing bacteria Desulfovibrio desulfuricans on stainless steel SS 202 corrosion in neutral media was studied in detail using weight loss and electrochemical routes. The bacterial activity resulted in material loss with an average rate of 0.015 mmpy. The scanning electron microscopy (SEM) analysis showed a significant increase in the sessile bacterial population with the immersion period. Use of 500 ppm palash (Butea monosperma) leaf extract (PLE) reduced the average corrosion rate to 0.002 mmpy. SEM analysis showed a very thin external film formation in the presence of the inhibitor. The X-ray photoelectron spectroscopy studies confirmed the presence of corrosion products such as Fe2O3 and FeS. The gas chromatography-mass spectrometry studies showed the dominant percentage of various terpenoids along with vitamin E as the main components of the PLE. Electrochemical analysis showed the existence of a diffusion barrier. The resistance offered by the diffusion barrier is high in the inhibited sample when compared to uninhibited samples.
采用失重法和电化学法研究了硫酸盐还原菌Desulfovibrio脱硫菌对中性介质中不锈钢SS 202腐蚀的影响。细菌活性导致材料损耗,平均速率为0.015 mmpy。扫描电镜(SEM)分析显示,随着浸泡时间的延长,固结细菌数量显著增加。使用500ppm的巴伐利亚(Butea monosperma)叶提取物(PLE)将平均腐蚀速率降低到0.002 mmpy。扫描电镜分析表明,在抑制剂的存在下,外膜形成非常薄。x射线光电子能谱研究证实了Fe2O3和FeS等腐蚀产物的存在。气相色谱-质谱分析表明,其主要成分为各种萜类化合物和维生素E。电化学分析表明扩散势垒的存在。与未受抑制的样品相比,受抑制样品中扩散屏障提供的电阻高。
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引用次数: 0
In vitro study of redox properties of azolyl-lactones in human serum 人血清中偶氮酰内酯氧化还原特性的体外研究
IF 1 4区 化学 Q3 Chemistry Pub Date : 2023-01-01 DOI: 10.2298/jsc221221017s
M. Simic, J. Kotur-Stevuljević, Predrag Jovanovic, Milos Petkovic, M. Jovanovic, G. Tasic, V. Savić
Disruption of the redox balance in the body causes oxidative stress that can initiate many diseases. While antioxidants reduce the level of oxidizing compounds in the medium, prooxidants promote the opposite process and were used in therapies in particular those of cancer diseases. In this study, a series of azolyl lactones, were tested in human serum as a biological matrix and the obtained values of their oxy scores (OS) were compared. The antioxidative properties of these compounds were also tested under conditions of induced oxidative stress using an external prooxidant, t-butylhydroperoxide. The results showed that the sulphur analogue 4-azolyl coumarin 5 has the best antioxidant properties (OS -2.2), while the halogenated derivatives of pyrazolylcoumarin 7 and 8 act as prooxidant, but successfully resist oxidative stress (OS 2.7 and 2.0). Related phthalides and isocoumarins showed prooxidative properties, but azolyl isocoumarins 10 and 11 show the strongest resistance to oxidative stress, reflected in their negative oxy score value (OS -2.1 and OS -1.1). The results demonstrated that combining two pharmacophores with known redox properties can produce potent compounds in both directions, with the antioxidative and the prooxidative characteristics.
体内氧化还原平衡的破坏会引起氧化应激,从而引发许多疾病。虽然抗氧化剂降低了介质中氧化性化合物的水平,但促氧化剂促进了相反的过程,并被用于治疗,特别是癌症疾病。本研究将一系列偶氮酰内酯作为生物基质,在人血清中进行了检测,并比较了它们的氧分数(OS)。这些化合物的抗氧化性能也被测试在诱导氧化应激条件下使用外部促氧化剂,t-丁基过氧化氢。结果表明,含硫类似物4-偶氮基香豆素5具有最佳的抗氧化性能(OS -2.2),而吡唑基香豆素7和8的卤代衍生物具有促氧化作用,但能成功抵抗氧化应激(OS 2.7和2.0)。相关邻苯二甲酸酯和异香豆素具有促氧化特性,但偶氮基异香豆素10和11抗氧化能力最强,体现在其负氧评分值(OS -2.1和OS -1.1)上。结果表明,两种已知氧化还原性质的药效团结合可以产生具有抗氧化和促氧化特性的双向强效化合物。
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引用次数: 0
Assessing the pharmacological potential of selected xanthene derivatives 评价选定的杂蒽衍生物的药理潜力
IF 1 4区 化学 Q3 Chemistry Pub Date : 2023-01-01 DOI: 10.2298/jsc230131035l
A. Lazic, Aleksandra Mašulović, Jelena Ladjarevic, Nataša Valentić
A convenient and efficient approach toward the synthesis of seven aromatically substituted xanthendiones (1?7) and one structurally-related xanthenone (8) through condensation of dimedone and the appropriate aromatic aldehyde is reported. Further, their chemical structure was confirmed by melting points, elemental analysis, FT-IR, 1H, 13C NMR and UV-Vis spectroscopic methods. The relationship between the chemical structure and pharmacological activity was determined empirically using appropriate software packages and in vitro using the ABTS (2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) method. The results of in silico prediction suggested that all investigated compounds possess good oral bioavailability. The results of the ABTS assay indicate that five compounds possess the ability to scavenge the ABTS?+ radical cation. Based on the comparison of the IC50 values, the activity of the compounds was found to be as follows: 6 > 1 > 7 > 2 > 8. The effects of solvent dipolarity/polarizability and solute solvent-hydrogen-bonding interactions on the shifts of the absorption maxima were rationalized by means of the linear solvation energy relationship concepts proposed by Kamlet-Taft and Catal?n.
报道了一种通过二米酮与相应的芳醛缩合合成7个芳香取代的杂蒽酮(1?7)和1个结构相关的杂蒽酮(8)的简便高效方法。通过熔点、元素分析、FT-IR、1H、13C NMR和UV-Vis光谱等方法证实了它们的化学结构。采用相应的实验软件包和ABTS(2,2′-氮化杂氮-(3-乙基苯并噻唑-6-磺酸)法测定其化学结构与药理活性的关系。硅预测结果表明,所研究的化合物均具有良好的口服生物利用度。ABTS实验结果表明,5种化合物具有清除ABTS?+自由基阳离子。根据IC50值的比较,发现化合物的活性如下:6 > 1 > 7 > 2 > 8。利用Kamlet-Taft和cataln提出的线性溶剂化能关系概念,对溶剂双极性/极化性和溶质-溶质-氢键相互作用对吸收最大值位移的影响进行了合理化。
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引用次数: 0
Potentially toxic element accumulation in two Equisetum species spontaneously grown in the flotation tailings 浮选尾矿中自发生长的两种木贼中潜在有毒元素的积累
IF 1 4区 化学 Q3 Chemistry Pub Date : 2023-01-01 DOI: 10.2298/jsc230113028a
G. Andrejic, M. Kovacevic, Ž. Dželetović, Uros Aleksic, Isidor Grdovic, T. Rakić
Decades of mining activity have resulted in the accumulation of significant amounts of tailings that are deposited over the natural vegetation, forming deposits tens of meters thick. The tailings are poor in organic matter and macronutrients and contain a high concentration of potentially toxic elements (PTE). Their surface remains unvegetated for long periods of time and is susceptible to fluvial and wind erosion. Equisetum arvense and E. telmateia appear to be the first colonizers in the tailings of the Pb-Cu-Zn mine in Serbia. Each plant was sampled along with its associated substrate. Pseudototal and available metals in the substrate, as well as total As, Cd, Cu, Fe, Mn, Ni, Pb and Zn concentrations in the plant parts were determined by atomic absorption spectrophotometry. The findings show that both species have high bioaccumulation capacity and tolerance to otherwise toxic concentrations due to efficient accumulation, immobilization, and detoxification of these elements in their underground parts. It is expected that the long-term presence of metal-tolerant horsetail species would increase the organic matter content of flotation residues, thus gradually improving their physical, chemical, and biological properties. This, in turn, would promote the natural succession of other metal-tolerant plant species and soil microorganisms.
数十年的采矿活动导致大量尾矿堆积在自然植被上,形成数十米厚的沉积物。尾矿中有机质和常量营养素含量较低,潜在有毒元素(PTE)含量较高。它们的表面长时间没有植被,容易受到河流和风的侵蚀。在塞尔维亚某铅铜锌矿尾矿中,木犀草(Equisetum arvense)和E. telmateia似乎是最早的殖民者。每种植物都与其相关的基质一起取样。采用原子吸收分光光度法测定了底物中假总金属和有效金属,以及植物各部位中as、Cd、Cu、Fe、Mn、Ni、Pb和Zn的总浓度。研究结果表明,由于这些元素在其地下部位的有效积累、固定和解毒,这两个物种都具有很高的生物积累能力和对其他有毒浓度的耐受性。预计耐金属马尾的长期存在将增加浮选渣的有机质含量,从而逐步改善浮选渣的物理、化学和生物性能。反过来,这将促进其他耐金属植物物种和土壤微生物的自然演替。
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引用次数: 0
The non-ideality in binary aqueous systems contributed to the different abilities of solvent entities incorporated in the solvation shell of methylene blue 二元水体系的非理想性导致了亚甲基蓝溶化壳中溶媒的能力不同
4区 化学 Q3 Chemistry Pub Date : 2023-01-01 DOI: 10.2298/jsc230512087h
Sokaina Hemdan, Radwan Alnajjar
The solvatochromic properties of methylene blue (MB) were investigated in neat water, methanol, ethanol, propanol, dioxane, and their corresponding aqueous mixtures. The correlation of the empirical solvent polarity scale (ET) values of MB with solvent composition was analyzed using the solvent exchange model of Bosch and Roses to explain the preferential solvation of the probe thiazine dye in the binary mixed solvents. Non-linear solvatochromism of MB was observed in aqueous mixtures of methanol, ethanol, propanol, and dioxane. The influence of the composition of the solvating shell in preferential solvation of the solute dye was investigated in terms of both solvent-solvent and solute-solvent interactions, and the local mole fraction of each solvent composition in the cybotactic region of the probe was also calculated. Effective mole fraction variation can provide important physicochemical insights into the microscopic and molecular interactions between MB species and solvent components. The results showed that the MB solvation shell was thoroughly saturated with the solvent complex S12 for dioxane more than ethanol and propanol mixtures, and opposite trends for methanol mixtures, whereas the solvent complex S12 could not incorporate into the MB solvation shell. Data from the binary systems were analyzed with KAT parameters using a dual model of basicity and polarity. The results showed that the polarity was better suited for spectral shift in aqueous methanol and ethanol solutions, while the basicity was better for aqueous propanol and dioxane solutions.
研究了亚甲基蓝(MB)在纯水、甲醇、乙醇、丙醇、二恶烷及其相应的水溶液中的溶剂致变色性能。利用Bosch和Roses的溶剂交换模型分析了MB的经验溶剂极性标度(ET)值与溶剂组成的相关性,以解释探针噻嗪染料在二元混合溶剂中的优先溶剂化。在甲醇、乙醇、丙醇和二恶烷的水溶液中观察到MB的非线性溶剂变色。从溶剂-溶剂和溶质-溶剂相互作用两方面考察了溶剂化壳的组成对溶质染料优先溶剂化的影响,并计算了每种溶剂组成在探针细胞活性区域的局部摩尔分数。有效摩尔分数变化可以为MB与溶剂组分之间的微观和分子相互作用提供重要的物理化学见解。结果表明:对于二氧六环,溶剂配合物S12比乙醇和丙醇混合物更能完全饱和;对于甲醇混合物,则相反,而溶剂配合物S12则不能融入到MB溶剂化壳中。利用碱度和极性的双重模型对二元体系的数据进行了KAT参数分析。结果表明,极性在甲醇和乙醇水溶液中更适合光谱位移,而碱性在丙醇和二氧六环水溶液中更适合光谱位移。
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引用次数: 0
Synthesis and structural analysis of tetranuclear Zn(II) complex with 2,3-dihydroxybenzaldehyde-aminoguanidine 2,3-二羟基苯甲醛-氨基胍四核配合物Zn(II)的合成及结构分析
4区 化学 Q3 Chemistry Pub Date : 2023-01-01 DOI: 10.2298/jsc230808067k
Marijana Kostic, Marko Rodic, Ljiljana Vojinovic-Jesic, Mirjana Radanovic
Here we report a new Schiff base of aminoguanidine and 2,3- dihydroxybenzaldehyde (H2L) and its physicochemical characterization, along with an investigation into its coordination affinities towards zinc. By reacting zinc acetate with the chloride salt of the ligand in the MeCN-H2O solution, yellow single-crystals of tetranuclear, centrosymmetric complex, with the formula [Zn2(?-L)(?-OAc)2]2?2MeCN, were obtained. The complex was characterized by IR spectroscopy, conductometry, elemental analysis, and single-crystal X-ray diffraction analysis. Notably, both nitrogen atoms of the aminoguanidine residue coordinate to the same zinc atom, while both deprotonated phenyl oxygen atoms achieve bridging coordination. Furthermore, two acetate anions bridge adjacent zinc atoms in addition to the Schiff base anion. Meaningful insights into the hierarchy and significance of intermolecular interactions within the crystal structure were gained by estimating the energies using the CrystalExplorer model. The calculations revealed that the crystal structure can be classified as a layer type, with notably stronger interactions occurring along the [0 0 1] and [0 1 1] directions.
本文报道了一种新的氨基胍和2,3-二羟基苯甲醛(H2L)希夫碱及其理化性质,并对其与锌的配位亲和力进行了研究。在men - h2o溶液中,醋酸锌与配体的氯盐反应,得到四核中心对称络合物的黄色单晶,式为[Zn2(?-L)(?-OAc)2]2?得到2MeCN。通过红外光谱、电导、元素分析和单晶x射线衍射分析对配合物进行了表征。值得注意的是,氨基胍残基的两个氮原子都配位到同一个锌原子上,而两个去质子化的苯基氧原子都实现了桥接配位。此外,除了席夫碱阴离子外,还有两个醋酸阴离子桥接相邻的锌原子。通过使用CrystalExplorer模型估计能量,获得了对晶体结构中分子间相互作用的层次和意义的有意义的见解。计算表明,晶体结构可归类为层型,沿[0 0 1]和[0 11 1]方向发生明显更强的相互作用。
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引用次数: 0
Structure and DNA/BSA binding study of zinc(II) complex with 4-ethynyl-2,2’-bipyridine 4-乙基-2,2′-联吡啶配合物锌(II)的结构及DNA/BSA结合研究
4区 化学 Q3 Chemistry Pub Date : 2023-01-01 DOI: 10.2298/jsc230605066a
Tina Andrejevic, Darko Asanin, Aurélien Crochet, Nevena Stevanovic, Ivana Vucenovic, Fabio Zobi, Milos Djuran, Biljana Glisic
In the present study, a zinc(II) complex with 4-ethynyl-2,2?-bipyridine (ebpy), [Zn(ebpy)Cl2], was synthesized and characterized by spectroscopic (1H NMR, IR and UV-Vis) methods and molar conductivity measurement. The crystal structure of the [Zn(ebpy)Cl2] complex was determined by single-crystal X-ray diffraction analysis, confirming the bidentate coordination of the ebpy ligand through its two nitrogen atoms, while the remaining two coordination sites are occupied by two chloride ions. With the aim to investigate the reactivity of the synthesized zinc(II) complex toward biologically important molecules, its binding affinity to calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy. From the obtained results, it can be concluded that [Zn(ebpy)Cl2] complex binds to BSA reversibly, while the combination of ethidium bromide (EthBr) and Hoechst 33258 (2?-(4-hydroxyphenyl)-5-[5-(4-methylpiperazine- 1-yl)benzimidazo-2-yl]-benzimidazole) competitive binding study suggests that this complex interacts with ct-DNA through the minor groove binding, which is in agreement with molecular docking study.
在本研究中,锌(II)配合物与4-乙基-2,2?合成了-联吡啶(ebpy), [Zn(ebpy)Cl2],并采用波谱(1H NMR, IR和UV-Vis)方法和摩尔电导率测量对其进行了表征。通过单晶x射线衍射分析确定了[Zn(ebpy)Cl2]配合物的晶体结构,证实了ebpy配体通过其两个氮原子进行双齿配位,而其余两个配位被两个氯离子占据。为了研究合成的锌(II)配合物对重要生物分子的反应性,利用荧光发射光谱研究了其与小牛胸腺DNA (ct-DNA)和牛血清白蛋白(BSA)的结合亲和力。从得到的结果可以得出,[Zn(ebpy)Cl2]配合物与BSA的结合是可逆的,而溴化乙啶(EthBr)与Hoechst 33258(2?-(4-羟基苯基)-5-[5-(4-甲基哌嗪- 1-基)苯并咪唑-2-基]苯并咪唑)的竞争结合研究表明,该配合物与ct-DNA的相互作用是通过轻微的凹槽结合,这与分子对接研究一致。
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引用次数: 0
Spectroscopic and structural characterization of hexaamminecobalt(III) dibromide permanganate 二溴高锰酸六胺钴(III)的光谱和结构表征
4区 化学 Q3 Chemistry Pub Date : 2023-01-01 DOI: 10.2298/jsc230702062b
Berta Barta Holló, Niloofar Bayat, Laura Bereczki, Vladimir Petrusevski, Kende Béres, Attila Farkas, Imre Szilágyi, László Kótai
Structural and spectroscopic characterization (SXRD, IR, liq. N2 temperature Raman, UV) of hexaamminecobalt(III) dibromide permanganate, [Co(NH3)6]Br2(MnO4) (compound 1) are described. There is a 3D hydrogen bond network including N-H???O-Mn and N-H???Br interactions, which could serve as potential reaction centers for solid-phase redox reactions between the ammonia ligands and/or bromide ions as reductants and permanganate ions as oxidant agents. The effect of the nature of halogen ions on the structural and spectroscopic properties of [Co(NH3)6]Br2(MnO4) and the analogous chloride compound, [Co(NH3)6]Cl2(MnO4) (compound 2) are discussed in detail.
介绍了六胺钴(III)二溴高锰酸盐,[Co(NH3)6]Br2(MnO4)(化合物1)的结构和光谱表征(SXRD, IR,液相温度拉曼,UV)。三维氢键网络包括N-H??O-Mn和N-H??Br相互作用,可以作为氨配体和/或溴离子作为还原剂和高锰酸盐离子作为氧化剂之间固相氧化还原反应的潜在反应中心。详细讨论了卤素离子性质对[Co(NH3)6]Br2(MnO4)及其类似氯化合物[Co(NH3)6]Cl2(MnO4)(化合物2)结构和光谱性质的影响。
{"title":"Spectroscopic and structural characterization of hexaamminecobalt(III) dibromide permanganate","authors":"Berta Barta Holló, Niloofar Bayat, Laura Bereczki, Vladimir Petrusevski, Kende Béres, Attila Farkas, Imre Szilágyi, László Kótai","doi":"10.2298/jsc230702062b","DOIUrl":"https://doi.org/10.2298/jsc230702062b","url":null,"abstract":"Structural and spectroscopic characterization (SXRD, IR, liq. N2 temperature Raman, UV) of hexaamminecobalt(III) dibromide permanganate, [Co(NH3)6]Br2(MnO4) (compound 1) are described. There is a 3D hydrogen bond network including N-H???O-Mn and N-H???Br interactions, which could serve as potential reaction centers for solid-phase redox reactions between the ammonia ligands and/or bromide ions as reductants and permanganate ions as oxidant agents. The effect of the nature of halogen ions on the structural and spectroscopic properties of [Co(NH3)6]Br2(MnO4) and the analogous chloride compound, [Co(NH3)6]Cl2(MnO4) (compound 2) are discussed in detail.","PeriodicalId":17489,"journal":{"name":"Journal of The Serbian Chemical Society","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135595749","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
期刊
Journal of The Serbian Chemical Society
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