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1

Synthesis, physicochemical studies, fluorescence behavior, and anticancer properties of transition metal complexes with the pyridyl ligand

Azam Mohammad, Al-Resayes Saud I.

Polish Journal of Chemical Technology

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2022

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Vol. 24, nr 3

35--40

EN

A novel series of complexes with the formula [MLCl] [M = Co(II) (1), Ni(II) (2), Cu(II) (3), Zn(II) (4)] arising from Pyridyl ligand, N,N’-bis(1-(2-pyridyl)ethylidene)-2,2-dimethylpropane-1,3-diamine), ligand, L, was synthesized and investigated by elemental analyses, FT-IR, 1H and 13C NMR, Powder XRD, and thermal analyses. TGA analysis indicated that all complexes degraded in three different steps, while the PXRD examination showed well-defined sharp crystalline peaks for the complexes, indicating significant crystallinity. The antiproliferative activity of the ligand and its complexes were also evaluated in vitro against the HeLa (Human Cervical Cancer Cells) and HCT116 (Colon Cancer Cells) cell lines. The findings suggested complex 4 to be potential anticancer agent against these cell lines. In addition, ligand and its complexes also exhibited considerable emission properties.

2

Peptydy jako potencjalne ligandy wiążące jony metali przejściowych

Krupa K., Lesiów M. K., Kowalik-Jankowska T.

Wiadomości Chemiczne

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2018

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[Z] 72, 7-8

597--608

EN

Peptides are crucial ligands for transition metal ions and form complexes with them, that can have important biological activity. Many factors impact on the creation of complexes such as: protection of amine group from N-terminal or carboxylate group from C-terminals of the protein, the presence of noncoordinating and coordinating side chains in the peptide sequence, the number of histidyl residues and their location in the peptide chain. In complexes the metal ion can be bound bound by various donor atoms from amino acids residues (e.g. nitrogen, oxygen or sulphur). In general, the protection of N- or C-terminal groups influences the less stable formation of complexes. Stable complexes are created, if the free amine group from the N-terminal is involved in the coordination process. Peptides with noncoordinating side chains include alanine or glycine. Glycine complexes are more stable than these with alanine. Histidyl residue is the most effective amino acid residue in binding metal ions. The amine group of the lysyl residue, thiol from cysteine or carboxylate from aspartyl or glutamyl residues are also functional groups that coordinate metal ions. The coordination process is initiated by a group that anchors metal ion. A free amine group from N-terminus or imidazole nitrogen are the best examples of anchor groups. The metal ions can also be bound through amide nitrogens, after their forced deprotonation by the anchor group and formation of chelate rings. Peptides containing two or more histidyl residues exhibit high structural diversity in the complexes formation. In addition, these peptides can also form macrochelates and polynuclear complexes. The location of amino acid residues in the peptide chain (especially histydyl residue) also results in the thermodynamically stable formation of complexes.

3

The novel metal complexes with ketoprofen. thermal and spectroscopy investigations

Gacki M., Kafarska K.

Acta Innovations

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2017

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no. 25

47--56

EN

The novel metal complexes of ketoprofen (Hket)(1) with general formulae Mn(L)4(2), Co(L)4(3), Ni(L)4(4), and Zn(L)4(5) (where L= Hket, ket) were synthesized and characterized by elemental analysis, FTIR- spectroscopy and thermal decomposition techniques. All IR spectra revealed absorption bands related to the asymmetric (νas) and symmetric (νs) vibrations of carboxylate group. The Nakammoto criteria clearly indicate that this group is bonded in a bidentate-chelate mode. The thermal behavior of complexes was studied by TG, DTG methods under dynamic condition in air. Upon heating, all compounds decompose progressively to metal oxides, which are the final products of pyrolysis.

4

Novel silver complexes with popular non-steroidal anti-inflammatory drugs

Kafarska K., Wolf W. M.

Acta Innovations

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2016

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no. 21

51--59

EN

Non-steroidal anti-inflammatory drugs (NSAID) are class of drugs with antipyretic, analgesic and anti-inflammatory properties. They have also exhibited anti-tumor activity. Even though the mode of their anti-inflammatory activity action is well understood, they exhibit significant adverse effects. Metal complexesation with NSAID may be a promising option for side effects reduction. The novel silver complexes with commonly used non-steroidal anti-inflammatory drugs: ibuprofen, naproxen, mefenamic acid and ketoprofen, were synthesized and characterized by elemental analysis, IR- spectroscopy and thermal decomposition techniques. Coordination of ligands to the silver ions was confirmed by IR spectroscopy. IR data clearly indicate that NSAID anions are bonded in a monodentate mode. The thermal behavior of complexes was studied by TG, DTG and DTA methods in air. Upon heating all compounds decomposed progressively to silver oxide, which was the final product of pyrolysis.

5

The Formation of Polycomplexes of Poly(Methyl Vinyl Ether-Co-Maleic Anhydride) and Bovine Serum Albumin in the Presence of Copper Ions

Karahan M, Mustafaeva Z, Özeroğlu C.

Polish Journal of Chemical Technology

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2014

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Vol. 16, nr 3

97--105

EN

The binary and ternary complex formations of poly(methyl vinyl ether-co-maleic anhydride) (PMVEMA) with copper ions and with bovine serum albumin (BSA) in the presence of copper ions in phosphate buffer solution at pH = 7 were examined by the techniques of UV-visible, fluorescence, dynamic light scattering, atomic force microscopy measurements. In the formation of binary complexes of PMVEMA-Cu(II), the addition of copper ions to the solution of PMVEMA in phosphate buffer solution at pH = 7 forms homogeneous solutions when the molar ratio of Cu(II)/MVEMA is 0.5. Then the formations of ternary complexes of PMVEMA-Cu(II)-BSA were examined. Study analysis revealed that the toxicities of polymer-metal and polymer-metal-protein mixture solutions depend on the nature and ratio of components in mixtures.

6

Synthesis and Characterization of Cu(II), Ni(II) and Co(II) Based Schiff Base Complexes

Bhalu A., Vilapara K., Maru M., Shah M.

International Letters of Chemistry, Physics and Astronomy

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2014

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Vol. 12

51--55

EN

N-(3-Bromo-4-hydroxy-5-methoxybenzylidene)-4-Bromobenzenamine was synthesized. This was further used to synthesize Co(II), Ni(II) and Co(II) based metal complexes and characterized by FT-IR, Elemental analysis, ESI Mass and UV spectroscopy.

7

Zasady Schiffa – interesujący zakres zastosowań w różnych dziedzinach nauki

Brodowska K., Łodyga-Chruścińska E.

Chemik

|

2014

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Vol. 68, nr 2

129--134

PL

Kompleksy metali odgrywają istotną rolę zarówno w rolnictwie, jak również chemii farmaceutycznej i przemysłowej. Zasady Schiffa są produktami kondensacji pierwszorzędowych amin i związków karbonylowych. Związki te oraz ich kompleksy z metalami są coraz częściej stosowane jako katalizatory, polimery i barwniki. W artykule przedstawiono właściwości zasad Schiffa oraz korzyści wynikające z ich stosowania w różnych gałęziach przemysłu.

EN

Metal complexes play an important role in agriculture as well as industrial and pharmaceutical chemistry. Schiff bases are the condensation products of primary amines and carbonyl compounds. Schiff bases and their metal complexes are increasingly being used as catalysts, polymers and dyes. This paper reviews the properties of Schiff bases and benefits of their use in various branches of industry.

8

Bezpośrednia synteza azydków i tioli organicznych pochodnych glikolu etylenowego w zmodyfikowanej reakcji Appela

Stefaniak M., Jasiński M., Urbaniak K., Romański J., Seliger P., Gutowska N

Chemik

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2014

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Vol. 68, nr 7

592--599

PL

Klasyczną metodę konwersji alkoholi pierwszorzędowych w odpowiednie halogenki alkilowe z użyciem trifenylofosfiny oraz tetrahalogenometanu, tzw. reakcję Appela, zaadoptowano do bezpośredniej syntezy terminalnych tioli i azydków organicznych pochodnych glikolu etylenowego oraz jego siarkowego analogu. W kluczowym etapie opisanej procedury one-pot, otrzymane in situ, w reakcji z N-bromosukcynimidem (NBS), odpowiednie dibromopochodne zostały przekształcone w związki docelowe w reakcji z nukleofilem siarkowym lub azotowym. Wybrane diazydki wykorzystano w syntezie nowych układów makrocyklicznych, które przetestowano pod kątem ich właściwości kompleksotwórczych.

EN

Classical method of conversion of primary alcohols into corresponding alkyl halides by usage of triphenylphosphine and tetrahalogenated methane, so-called Appel reaction, was adopted for the direct synthesis of terminal organic thiols and azides derived from ethylene glycol and its sulfurated analogue. In key step of the presented ‘one-pot’ protocol, corresponding dibromides, generated in situ via reaction with N-bromosuccinimide (NBS), were converted into desired products by treatment with appropriate sulfur or nitrogen nucleophile. A series of diazides and dithiols derived from (poly)ethylene glycols and their sulfur analogues were obtained. Selected diazides were utilized for the construction of novel macrocyclic systems, that were tested incontext of their complexing properties.

9

Naringenin complexes with copper ions: potentiometric studies

Brodowska K.

Biotechnology and Food Science

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2013

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Vol. 77, nr 1

45--53

EN

Flavanones belong to the group of active flavonoid compounds, rarely occurring in the plant kingdom and are found in many foodstuffs (naringenin and derivatives) and medicinal plant materials. Many studies have demonstrated a relationship between dietary intake of phenolic compounds and reduced risk of cancer and cardiovascular disease. Accordingly, during over several years, flavonoids have gained increasing interest and numerous studies have shown that they possess beneficial properties having a great influence on human health. Acid dissociation constants are believed to be the most useful physico-chemical parameters which describe the extent of ionization of functional groups as a function of pH. It is very important in research areas such as pharmaceutical drug discovery and development due to vital role in understanding the pharmacodynamic properties of new drug substances. Flavonoids are characterized by insolubility in water while they are soluble in organic solvents. Exploiting mixed solvents, especially organic solvent – water mixtures, enables a good alternative for researching on compounds which are inconspicuously soluble or insoluble in water. In this study the dissociation constant of naringenin and its complex with Cu(II) have been determined in aqueous – DMSO solvent mixtures to examine the dependence of their acid-base equilibria on number of substrates.

10

Korozja trących się elementów układów hamulcowych (tarcze, bębny) pojazdów i możliwości jej minimalizacji

Siepracka B., Szumniak J., Nyc R.

Zeszyty Naukowe / Wyższa Szkoła Oficerska Wojsk Lądowych im. gen. T. Kościuszki

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2010

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Nr 4

236-242

PL

W artykule przedstawiono wyniki obserwacji stopnia skorodowania zachodzącego w parze tribologicznej hamulca (tarczowego i bębnowego) w okresie jego postoju w warunkach agresywnego otoczenia miejskiego (przemysłowego). Wyniki przeprowadzonych badań laboratoryjnych, aktywowania powierzchni elementu metalowego przez tarcie z kompozytami, wykazały zróżnicowaną ich podatność korozyjną, w większości przypadków, większą dla powierzchni po tarciu. Wprowadzenie do kompozytu odpowiednich dodatków w ilości 1¸ 2%, np. niektórych kompleksów metali, zwiększa odporność na korozję powierzchni żeliwa kojarzonej z nim tarciowo. Artykuł zawiera przykładowe wyniki badań odporności na korozję przy tarciu żeliwa po żeliwie i kompozytu modyfikowanego.

EN

This paper presents the results of corrosion damage observations occurring in brake tribological pairs (a disk brake and a drum brake) in the period of their standstill in the condition of aggressive municipal environment (industrial). The results of laboratory investigations performed, and activation of metal element surfaces by friction with composites, demonstrated their different corrosion resistance, in many cases, smaller for surface after friction. An introduction to the composite suitable additives in quantity 1¸2%, for example some metal complexes, increases corrosion resistance of cast iron surface frictional interacting with him. This paper contains some results of corrosion resistance investigations by friction of cast iron with cast iron and composite modified by authors.

11

Synthesis and Characterization of Cu(II), Ni(II), Co(II),Mn(II), Zn(II), Ru(III), Hf(IV) and ZrO(II) Complexes of 2-Thiophenylidene-N-4-methoxy Anilinoacetohydrazone

El-Saied F. A, Abou El-Enein S. A., Emam S. M., El-Shater H. A.

Polish Journal of Chemistry

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2009

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Vol. 83, nr 11

1871-1883

EN

A new hydrazone ligand (HL), [2-(4-methoxyphenylamino)-N'-(thio phen-2-yl-methy - lene)acetohydrazide], was prepared and characterized. The ligand reacted with Cu(II), Ni(II), Co(II), Mn(II), Zn(II), Hf(IV), Ru(III) and ZrO(II) ions to yield mononuclear complexes. The obtained metal complexes have been characterized using elemental and thermal analyses (TG and DTA), IR, UV-Vis and ESR as well as magnetic moment and molar conductance measurements. The results showed that the hydrazone behaves as a neutral bidentate ligand which coordinates with the metal ions via the thiophene sulphur atom and imido N-H as in case of complexes of the general formula: [M(HL)2X2]×nH2O, where M = Cu(II), X = OAc, n = 2; M = Co(II), X = Cl and Br, n = 0, 1, re spec tively; M = Ni(II), X = OAc, n = 1; M = Mn(II), X = OAc, n = 1; M = Zn(II), X = OAc, n = 0; M = ZrO(II), X = Cl, n = 5; [M(HL)2(NO3)]×NO3×nH2O, where M = Co(II), n = 1; M = Zn(II), n = 0; [M(HL)X2]×nH2O, where M = Cu(II), X = Cl, n = 1; M = Co(II), X = OAc, n = 1 and [Ru(HL)2Cl2]Cl. The ligand also coordinates via the carbonyl oxygen atom and azomethine ni tro gen atom as in case of [Cu(HL)(NO3)]NO3×1.5H2O complex and via the carbonyl oxygen atom and the aniline N-H as in case of complexes [Ni(HL)Cl2]×H2O and [Ni(HL)2(NO3)]×NO3×4H2O. As a tridentate monobasic ligand HL co or di nates through the thiophene sul phur atom, azomethine ni tro gen atom and the enolic ox y gen atom as in case of complex [Hf(L)Cl3]×3H2O. The geometrical shapes of complexes also have been elucidated. The thermal behavior of some metal complexes has also been studied using TG and DTA.

12

Naphthylazo and Benzothiazolylazo Derivatives of Some Unsaturated beta-Diketones and Their Metal Complexes

Ummathur M. B.

Polish Journal of Chemistry

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2009

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Vol. 83, nr 10

1717-1728

EN

Naphthylazo and benzothiazolylazo derivatives of three beta-diketones in which the diketo function is attached directly to olefinic link ages (dicinnamoyl methane, acetyl cinnamoyl methane and benzoyl cinnamoyl methane) have been synthesized and characterized. Analytical, IR, 1H NMR and mass spectral data indicate that the naphthylazo derivatives exist in the intramolecularly hydrogen bonded keto-hydrazone form and benzothiazolylazo derivatives in the intramolecularly hydrogen bonded azo-enol tautomeric form. In the [ML2] complexes [M = Ni(II), Cu(II), Zn(II)] the naphthylazo derivatives function as monobasic bidentate in which one of the hydrazone nitrogen and keto oxygen are involved in bonding with the metal ion. Monobasic tridentate coordination of the benzo -thiazolylazo derivatives in their [ML2] complexes has been established on the basis of analytical and spectral data.

13

Metal resistance of soil algae (Chlorophyta) occurring in post-flotation Zn/Pb and Cu-tailing ponds

Kalinowska R., Pawlik-Skowrońska B.

Polish Journal of Ecology

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2008

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Vol. 56, nr 3

415-430

EN

Algae as pioneer organisms are important in extreme environments. We isolated several green algae (Chlorophyta) from Zn/Pb- and Cu-enriched ground samples of post-flotation tailing ponds, containing 17200-18400 mg Zn kg[^-1], 3017-6566 mg Pb kg[^-1] or 1420 mg Cu kg[^-1]. The algae with different morphologies belonged to following classes: Chlorophyceae and Trebouxiophyceae. Their Zn-, Pb- and Cu- resistance in comparison with soil green algae (Chlorophyceae) isolated from the unpolluted control soil was evaluated under laboratory conditions on the basis of 96h-EC[50] (effective metal concentration which causes 50% inhibition of algal growth after 96 h exposure). Among isolated algae Dictyococcus cf. varians Gerneck em. Starr from the Zn/Pb-tailing pond was highly resistant both to lead (EC[50] 48 [my]M) and zinc (EC[50] 126 [my]M), but sensitive to copper (EC[50] 2 [my]M). Stichococcus minor Nageli and Chlamydomonas boldii Ettl from the Cu-tailing pond were resistant to copper (EC[50] 17.8 [my]M and 10 [my]M, respectively). Simultaneously, S. minor revealed co-resistance to Zn (EC[50] 251 [my]M), while C. boldii to Pb (EC[50] 38.9 [my]M). Geminella terricola J.B. Petersen (Chlorophyceae), isolated from the unpolluted control soil, revealed high sensitivity to the three metals (Zn-EC[50] 44.6 [my]M; Pb-EC[50] 10.2 [my]M and Cu-EC[50] 6.4 [my]M). Simultaneously, G. terricola accumulated intracellularly higher amounts of Zn (7.1 amol [my]m[^-3]) and Cu (5.5 amol [my]m[^-3]) than all the algae from the polluted ground samples (Zn: 1.2-6.4 amol [my]m[^-3] and Cu: 0.4-2.7 amol [my]m[^-3]). It also accumulated high amounts of Pb (6.0 amol [my]m[^-3]), but two-fold lower than D. cf. varians. Using cytochemical staining of metals dark pink Pb-rhodizonate complexes were detected in thick cell walls of the Pb/Zn-resistant D. cf. varians and in thick mucilage layers of the Cu/Pb-resistant C. boldii. However, in the Pb-sensitive S. minor Pb-complexes were detected inside deformed cells. Pink-orange Zn-dithizone complexes were mainly distributed inside the cells of the Zn-resistant D. cf. varians. The results obtained suggest that thick cell walls or envelopes may be partly responsible for the higher Pb-resistance of some studied algae. However, in the case of micro-nutrients like Zn or Cu other resistance mechanisms (biochemical / physiological) may be involved. It seems that algal species or ecotypes living in the grounds of metal post-flotation tailing ponds have been adapted to heavy metals present in their habitats and may be useful for remediation of such degraded environments.

14

Designing and Synthesis of a Highly Symmetric and Conjugated Macrocyclic Knoevenagel Schiff Base Model Ligand and Its Transition Metal Complexes : Spectral Characterization, Antimicrobial Activity and DNA Cleavage Studies

Raman N., Parameswari S.

Polish Journal of Chemistry

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2008

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Vol. 82, nr 7

1331-1334

EN

A novel macrocyclic Knoevenagel Schiff base ligand has been designed and synthesized using 3-cinnamalideneacetoacetanilide and 4,4'-diaminodiphenylmethane. It acts as a tetradentate and strongly conjugated to form acationic solid complex with CuCl2/NiCl2/CoCl2/ZnCl2/MnCl2/CdCl2/HgCl2/VOSO4. The formed ligand and the complexes were characterized by usual spectral and analytical techniques. All the synthesized complexes were characterized by microanalytical data, magnetic susceptibility measurements, IR, UV-Vis, 1H-NMR, ESR and mass spectral techniques. They exhibit square-planar geometry except oxovanadium complex, which has square-pyramidal geometry. The electrolytic behaviour and monomeric nature of the com plexes were confirmed from their conductance data and magnetic susceptibility values. The X-band ESR spectra of Cu(II) and VO(IV) complexes in DMSO at 300 and 77 K were recorded and their salient features are reported. The in vitro antimicrobial activi ies of the investigated compounds were tested against few microorganisms by well-diffusion technique. It was found that the metal complexes have higher activity than the ligand. The cleavage activity of all the complexes was examined on CT-DNA using gel electro phoresis experiment in the presence of H2O2. From the data, it was found that oxovanadium, zinc and manganese complexes cleave DNA through redox chemistry.

15

9-Aryl-1,5-bis(N-phenylamino)-4,8-nonadiene-1,3,7-triones and Their Metal Complexes

Ummathur M. B., Krishnankutty K.

Polish Journal of Chemistry

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2008

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Vol. 82, nr 5

963-971

EN

A new series of tricarbonyl compounds, in which the keto groups are at tached to olefinic linkages, have been synthesized by the reaction between acetoacetanilide and aromatic aldehydes (2-chlorobenzaldehyde, 4-chlorobenzaldehyde, 4-hydroxybenzaldehyde and vanillin) under specified conditions. Their IR, 1H NMR and mass spectral data revaealed that only one of the carbonyl groups is enolised and engaged in intramolecular hydrogen bonding. Neutral bidentate coordination of these compounds with Ni(II), Cu(II) and Zn(II) has been established on the basis of analytical and spectral data.

16

Structure Analysis on Complexes of XanthoneGlycosides and Metal Ions Using Electrospray Ionization Tandem Mass Spectrometry

Sun J. G., Zhang Y., Wang L., Xue X. Y., Xiao H. B., Liang X. M.

Polish Journal of Chemistry

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2007

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Vol. 81, nr 10

1687-1700

EN

The structure and fragmentation mechanism of metal (Mn(II), Al(III) and Cu(II)) complexes of xanthone glycosides as well as metal coordination sites were investigated by electrospray ionization tandem mass spectrometry. Four Mn(II) complexes of xanthone glycoside with different stoichiometric ratios were observed from swertianin 7-Orhamnosyl( 1 rarr 2)xyloside, swertianin 7-O-xylosyl(1 rarr 2)xyloside and swertianolin, while only two complexes were formed for 3,7,8-trimethoxy-1-O-primeverosyloxanthone, 2,3,5-trimethoxy-1-O-primeverosyloxanthone and 2,3,4,5-tetramethoxy-1-Oprimeverosyloxanthone, respectively. For xanthone glycoside-Cu(II) complexes, three complexes with different stoichiometric ratios were observed from swertianin 7-Orhamnosyl( 1 rarr 2)xyloside, swertianin 7-O-xylosyl(1 rarr 2) xyloside and swertianolin, but only one Al(III) complexes were formed for above three xanthone glycosides. Based on the analysis of metal complexes by tandem mass spectrometry, a fragmentation mechanism for 1:1 swertianin 7-O-rhamnosyl(1rarr 2)xyloside-Mn(II) complex was proposed and the structures of four swertianin 7-O-rhamnosyl(1 rarr 2)xyloside-Mn(II) complexes were interpreted. In addition, the hydroxyl groups in the oligosaccharide chains, the hydroxyl groups substituted at C-1 and C-8, and the carbonyl group in the C-ring of the aglycone, were proved to be the dominant coordination sites in the xanthone glycosidemetal complexes.

17

SEC/ICP-MS studies of heavy metal complexes with humic substances in compost extract

Kralj P., Veber M.

Chemia Analityczna

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2007

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Vol. 52, No. 1

67-81

EN

Binding of metals to humic substances in compost extract has been studied. An instrument for size exclusion chromatography coupled on-line with diode array detector and inductively coupled plasma mass spectrometer was used for the studies. The above hyphenated system was optimized prior to the measurements. Continuous flow of 10 mmol L-1 trisfhydroxymethyl)aminomethane through the mass spectrometric system required the use of internal standardization method for signal correction and mixed argon-oxygen plasma to avoid interferences caused by carbon. The results of our studies have showed different distributions of the elements among molecular size fractions of humic substances in compost extract.

PL

W ekstrakcie kompostu badano wiązanie metali z substancjami humusowymi. Do badań stosowano przyrząd do chromatografii żelowej sprzężony z detektorem z matrycą diodową i spektrometrem mas z indukcyjnie sprzężoną plazmą. Ciągły przepływ roztworu 10 mmol LL-1 tris(hydroks) metylo)aminometanu przez układ spektrometru mas wymagał użycia metody normalizacji wewnętrznej do korekcji sygnału oraz mieszanej plazmy Ar-0, aby uniknąć zakłóceń powodowanych przez węgiel. Wyniki badań wykazały, że we frakcjach cząsteczek substancji humusowych o różnych wielkościach, w ekstrakcie kompostu, udział metali był różny.

18

Coordination Chemistry of Nickel(II), Copper(II), Two Novel vic-Dioximes Ligands. Synthesis, Spectroscopy and Redox Properties

Kilic A., Tas E., Gumgum B., Yilmaz I.

Polish Journal of Chemistry

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2006

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Vol. 80, nr 12

1967-1981

EN

Two new vic-dioxime, N-(4-amino-1-benzyl piperidine)-anti-phenylglyoxime (L1H2) and N-(4-amino-1-benzyl piperidine)-anti-glyoxime (L2H2) were prepared by the reaction of anti-phenylchloroglyoxime and anti-monochloroglyoxime with 4-amino- 1-benzyl piperidine in absolute THF at -15°C. Mononuclear nickel(II), copper(II), and cobalt(II) complexes have a metal-ligand ratio of 1:2 in which the ligands coordinate through the two nitrogen atoms as do most vic-dioximes. The ligands and their Co(II), Cu(II), and Ni(II) complexes were characterized by elemental analyses, FT-IR, UV-vis, 1H-NMR and 13C-NMR, magnetic susceptibility measurements, electrical conductivity measurements and cyclic voltammetry. The electrical conductivity of Ni(II), Co(II), and Cu(II) metal complexes were measured using Four-Point Probe analysis. The electrochemical behavior of theNi(II), Co(II), andCu(II) complexeswere investigated by cyclic

19

Coordination Chemistry of Nickel(II), Copper(II), and Cobalt(II) with MN4 Core-Containing Two Novel vic-Dioximes Ligands. Synthesis, Spectroscopy and Redox Properties

Kilic A., Tas E., Gumgum B., Yilmaz I.

Polish Journal of Chemistry

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2006

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Vol. 80, nr 12

1967-1981

EN

Two new vic-dioxime, N-(4-amino-1-benzyl piperidine)-anti-phenylglyoxime (L1H2) and N-(4-amino-1-benzyl piperidine)-anti-glyoxime (L2H2) were prepared by the reaction of anti-phenylchloroglyoxime and anti-monochloroglyoxime with 4-amino- 1-benzyl piperidine in absolute THF at –15°C. Mononuclear nickel(II), copper(II), and cobalt(II) complexes have a metal-ligand ratio of 1:2 in which the ligands coordinate through the two nitrogen atoms as do most vic-dioximes. The ligands and their Co(II), Cu(II), and Ni(II) complexes were characterized by elemental analyses, FT-IR, UV-vis, 1H-NMR and 13C-NMR, magnetic susceptibility measurements, electrical conductivity measurements and cyclic voltammetry. The electrical conductivity of Ni(II), Co(II), and Cu(II) metal complexes were measured using Four-Point Probe analysis. The electrochemical behavior of theNi(II), Co(II), andCu(II) complexeswere investigated by cyclic voltammetry in DMSO.

20

Karborany i metalokarborany. Część 2. Metalokarborany

Olejniczak A.

Wiadomości Chemiczne

|

2005

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[Z] 59, 3-4

213--229

EN

Metallacarboranes are cluster compounds that incorporate metal atoms and hydrides of carbon and boron in their polyhedral skeleton. A large number of metals such as Sc, Cr, Mg, Fe, Co, Ni, Cu, Zr, Mn, Ru, Pd, Yb, Ta, Pt, Au have been incorporated as cluster vertices. The chemistry of metallacarboranes originated with observation that the open face of dicarbollide ion (C2B9HII2-) is very similar to the cyclopentadienyl ligand (Cp-) and can form metallacarboranes in the same way as Cp- forms sandwich type complexes. Metallacarboranes are stable, colored crystalline solids that are soluble in organic solvents and well survive exposure to air. Many of them undergo reversible chemical or electrochemical oxidation and reduction. Metal-carborane complexes find an increasing number of applications in catalysis, siloxane-linked polymers, solvent extraction of radionuclides from nuclear waste, materials for nonlinear optics, medicinal diagnosis and treatment, and others.