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dr hab. inż. Ewa Wagner-Wysiecka
Employment
- Head of Department at Department of Chemistry and Technology of Functional Materials
- Associate professor at Department of Chemistry and Technology of Functional Materials
Publications
Filters
total: 68
Catalog Publications
Year 2024
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Fluorescence of p-hydroxyazobenzocrowns – Tautomeric equilibrium effect
PublicationThe spectroscopic properties of a series of para-hydroxyazobenzocrowns, including three novel compounds, were investigated using UV–Vis absorption and emission spectroscopy. This study presents, for the first time, determined quantum yield (QY) values for macrocycles of this category, ranging between 0.122 and 0.195. The highest values were obtained for crowns bearing two phenyl substituents in benzene rings. The impact of aromatic...
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Macrocyclic derivatives of imidazole as chromoionophores for bismuth(III)/lead(II) pair
Publication18-membered diazomacrocycles with imidazole or 4-methylimidazole residue as a part of macrocycle were used as chromoionophores in bismuth(III) and lead(II) dual selective optodes for the first time. Cellulose triacetate membranes doped with macrocyclic chromoionophores are bismuth(III) and lead(II) selective with color change from orange/red to different shades of blue and violet, respectively. Results obtained for model and real...
Year 2023
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Chromogenic azomacrocycles with imidazole residue: Structure vs. properties
PublicationNew diazo macrocycles linked by hydrocarbon chain bearing imidazole or 4-methylimidazole residue have been synthetized with satisfactory yield (24–55%). The structure of macrocycles was confirmed by X-ray analysis and spectroscopic methods (1H NMR, MS, FTIR). Metal cation complexation studies were carried out in acetonitrile and acetonitrile-water system. It was found that azomacrocyles form triple-decker complexes with lead(II)....
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Do Phenyl Substituents Affect the Properties of Azobenzocrown Derivatives?
PublicationNew products of photo- and thermal rearrangements of 19-membered azoxybenzocrown with phenyl substituents in benzene rings in the para positions to oligooxyethylene fragments are characterized. The yields of photochemical transformations depend on the solvent. Para-hydroxyazocrown is formed with yields over 50% in propan-2-ol. Ortho-hydroxyazobenzocrown is obtained with yields up to 70% in toluene/acetic acid mixture. Macrocyclic...
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Simple colorimetric copper(II) sensor – spectral characterization and possible applications
PublicationNew o-hydroxyazocompound L bearing pyrrole residue was obtained in the simple synthetic protocol. The structure of L was confirmed and analyzed by X-ray diffraction. It was found that new chemosensor can be successfully used as copper(II) selective spectrophotometric regent in solution and can be also applied for the preparation of sensing materials generating selective color signal upon interaction with copper(II). Selective colorimetric...
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Succinite, Baltic Amber: A Chemical Masterpiece of Nature
PublicationSuccinite, Baltic amber, is one of the most appreciated fossil resins. Its beauty has fascinated people since prehistoric times. It is a substance, and also gemstone, whose uniqueness is due to its compelling, though still not fully understood, physicochemical nature. In this article, some facts about the physical and chemical properties of succinite in order to find an answer for questions about the unique properties of this resin,...
Year 2022
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Products of Photo- and Thermochemical Rearrangement of 19-Membered di-tert-Butyl-Azoxybenzocrown
PublicationThe preparation and characterization of products of the photochemical and thermochemical rearrangements of 19-membered azoxybenzocrowns with two, bulky, tert-butyl substituents in benzene rings in the para positions to oligooxyethylene fragments (meta positions to azoxy group, i.e., t-Bu-19-Azo-O have been presented. In photochemical rearrangement, two colored typical products were expected, i.e., 19-membered o-hydroxy-m,m′-di-tert-butyl-azobenzocrown...
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Provenance studies on Late Neolithic amber ornaments from North-East Poland
PublicationThe area of North-East Poland was in prehistory, and still is today, an area with easy access to amber as a raw material, as is evidenced in part by numerous Late Neolithic (3rd millennium) amber workshops located in the Gulf of Gdańsk and Żuławy Wiślane (Vistula Fens). Given this fact, it is surprising that only a few finished amber products have been recovered from this area. Among them are unique ornaments from the Late Neolithic...
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Pyrrole bearing diazocrowns: Selective chromoionophores for lead(II) optical sensing
PublicationDiazocrowns of 18-, 21- and 23-membered rings with pyrrole residue as a part of macrocycle were for the first time used as chromoionophores in lead(II) selective optodes. Sensing properties of optodes depend on the type of macrocycle, namely its size and the type of linker: oligoether or hydrocarbon chain. The best results were obtained for optode bearing 18-membered crown with oligoether linker showing linear response range of...
Year 2021
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A MEASUREMENT SYSTEM FOR MONITORING CARDIOVASCULAR EVENTS IN SYNCOPE PATIENTS
PublicationSyncope phenomena is an abrupt and transient loss of consciousness leading to interruption of awareness of one’s surroundings and falls with risk of injury. Syncope is often followed by complete and usually rapid spontaneous recovery. It is said that half of all individuals experience syncopal event at least once during their life. The condition can occur at any age and happens in people with and without other medical problems....
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Novel Diazocrowns with Pyrrole Residue as Lead(II) Colorimetric Probes
PublicationNovel 18- and 23-membered diazomacrocycles were obtained with satisfactory yields by diazocoupling of aromatic diamines with pyrrole in reactions carried under high dilution conditions. X-ray structure of macrocycle bearing five carbon atoms linkage was determined and described. Compounds were characterized as chromogenic heavy metal ions receptors. Selective color and spectral response for lead(II) was found in acetonitrile and...
Year 2020
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Golden artefacts, resin figurines, body adhesives and tomb sediments from the pre-Columbian burial site El Caño (Gran Coclé, Panamá): tracing organic contents using molecular archaeometry
PublicationThis research aimed to determine the origin of organic residues from funerary contexts in the El Ca~no settlement (Gran Cocl�e area, Panam�a, Central America) by means of multiple molecular probing techniques (GC-MS of organic solvent extracts and pyrolysis-GC-MS, THM-GC-MS and FTIR of solid samples). The samples include particles of precious resin figurines, fillings of golden objects, tomb sediments, plant exudates from extant...
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Ion recognition properties of new pyridine-2,6-dicarboxamide bearing propeller-like pendant residues: multi-spectroscopic approach
PublicationThe synthesis and ion binding properties of new amide derived from propeller-like tris(2-pyridyl)amine and 2,6-pyridinedicarboxylic acid chloride were described. Amide binds divalent metal cations: copper(II), nickel(II), zinc(II), and lead(II) in acetonitrile. In acetonitrile:water mixture (9:1 v/v) amide interacts only with copper(II) and nickel(II) cations forming complexes of 1:1 stoichiometry. It was found that the introduction...
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Minute and diverse in fossil sticky stuff: Tanytarsini (Diptera: Chironomidae) from early Eocene Indian Cambay amber
PublicationWe here present a pioneering systematic review of fossil dipterans of the tribe Tanytarsini (family Chironomidae) discovered in Indian amber from Cambay. The specimens examined belong to five species: Gujaratomyia miripes, Stempellina stebneri sp. nov., Stempellinella pollex sp. nov., Tanytarsus forfex sp. nov. and Tanytarsus ramus sp. nov., which are described. All species belong to the oldest known Tanytarsini and come from the...
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Photochemical Rearrangement of a 19-Membered Azoxybenzocrown: Products and their Properties
PublicationThe preparation and characterization of products of the chemical and photochemical rearrangements of a 19-membered o,o'-azoxybenzocrown were presented. In photochemical rearrangement, besides expected product i.e. 19-membered o-hydroxy-o,o'-azobenzocrown (19-o-OH), obtained under defined conditions with 75% yield, also other macrocyclic products were isolated and identified, namely: 19-membered p-hydroxy-o,o'-azobenzocrown (19-p-OH),...
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Photoresponsive, amide-based derivative of embonic acid for anion recognition
PublicationThe synthesis and ion-binding properties of amide-based derivative of embonic acid andp-aminoazobenzenewere described. The new compound was characterized by X-ray structural analysis and spectroscopic methods.Ligand interacts in acetonitrile with Y-shaped anions (benzoates and acetates) and dihydrogen phosphatesforming complexes of 1:1 stoichiometry. In more polar DMSO the complexes stoichiometry changes to 2:1(L:anion). Light-inducedtranstocisisomerization...
Year 2019
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Die Sandgrube „Köplitz“ – ein interessanter geologischer Aufschluss am Nordwestrand der Schmiedeberger Stauchendmoräne
PublicationDie Kiessandgrube Köplitz ermöglicht einen Einblick in die komplizierten, durch glazidynamische Überprägung gekennzeichneten geologischen Lagerungsverhältnisse im Bereich der Schmiedeberger Stauchendmoräne. Anhand neuer Geländedokumentationen wird ein kleiner Eindruck vom komplizierten injektiven „Fließfalten-Schuppenbau“ der Stauchendmoräne vermittelt. Die steil aufgerichteten, aus tertiären (Untermiozän bis Oligozän) und quartären...
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Iron(III)-selective materials based on a catechol-bearing amide for optical sensing
PublicationThe synthesis and ion-binding properties of a new amide L derived from 3,4-dihydroxybenzoic acid are described. Due to the presence of a catechol unit, the compound interacts selectively with iron(III) in organic solvent (dimethyl sulfoxide, DMSO) to produce a color change from pale yellow to green. The incorporation of the ligand L into polymeric matrices or its encapsulation into surfactant-based spheres enables analyte detection...
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Retinit im mittleren Geiseltal und in Nordwestsachsen
PublicationEs werden historische fossile Harzfunde, bekannt unter dem Namen Retinit, aus ehemaligen Braunkohlenvorkommen in Nordwestsachsen und dem Geiseltal beschrieben. Die Harzproben aus dem Geiseltal wurden mittels Infrarotspektrometer untersucht. Der Vergleich der Spektren mit Referenzspektren zeigt, dass es sich bei den „historischen“ Harzproben um ein Harz vom Retinit- Typ, den oxidierten Krantzit (Oxikrantzit), handelt.
Year 2018
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Azo group(s) in selected macrocyclic compounds
PublicationAzobenzene derivatives due to their photo- and electroactive properties are an important group of compounds finding applications in diverse fields. Due to the possibility of controlling the trans–cis isomerization, azo-bearing structures are ideal building blocks for development of e.g. nanomaterials, smart polymers, molecular containers, photoswitches, and sensors. Important role play also macrocyclic compounds well known for...
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Correction to: Azo group(s) in selected macrocyclic compounds
PublicationIn the original publication of the article, a part of Scheme 12 was missed. The correct version of Scheme 12 was provided in this correction article. The original article has also been corrected.
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Mid-infrared spectroscopy for characterization of Baltic amber (succinite)
PublicationNatural Baltic amber (succinite) is the most appreciated fossil resin of the rich cultural traditions dating back to prehistoric times. Its unequivocal identification is extremely important in many branches of science and trades including archeology, paleontology, chemistry and finally mineralogical and gemological societies. Current methods of modification of natural succinite are more and more sophisticated making the identification...
Year 2017
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1,3,4-Thiadiazole-based diamides: Synthesis and complexation properties
PublicationAromatic diamides, derivative of 2,6-pyridinedicarboxylic acid and isophthalic acid, bearing 1,3,4-thiadiazole residue were prepared with satisfactory yields in conventional procedures and microwave stimulated reactions. X-ray structure of N,N-bis (1,3,4-thiadiazol-2-yl)-2,6-pyridinedicarboxamide (2) DMSO solvate (2DMSO) was described. Selective zinc(II), lanthanum(III), terbium(III) and L-tyrosine recognition was found for N,N-bis(1,3,4-thiadiazol-2-yl)-2,6-pyridinedicarboxamide...
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Anion binding by p-aminoazobenzene-derived aromatic amides: spectroscopic and electrochemical studies
PublicationThe synthesis and complexing properties of p-aminoazobenzene-derived mono-, bis-, and trisamides were described. Ligands 3 and 4 bind anions, including fluorides, chlorides, bromides, acetates, benzoates, dihydrogen phosphates, hydrogen sulfates, and p-toluenesulfonates, in chloroform forming 1 : 1 complexes. The highest value of stability constant was evaluated for the 4-F− complex (log K = 5.63 ± 0.21). On the basis of 1H NMR,...
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Cation sensing by diphenyl-azobenzocrowns
PublicationMetal cations complexation and proton binding by 13- and 16-membered diphenyl-azobenzocrowns and diphenyl-hydroxyazobenzocrowns were studied in acetonitrile using spectroscopic methods: UV–vis spectroscopy, spectrofluorimetry, and 1H NMR spectroscopy. Phenyl moieties in benzene rings were found to affect binding strength alkali and alkaline earth metal cations and hydrogen ion, and affect tautomeric equilibrium of hydroxyazobenzocrowns....
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Neufunde von fossilen Harzen aus dem Mitteldeutschen Braunkohlenrevier
PublicationEs werden einige Neufunde von fossilen Harzen aus ded tertiaren Braunkohlenvorkommen Mitteldeutschlands aus Sachsen-Anhalt vorgestellt. Die Fundstucke wurden mit dem Vergleichsmaterial der Harzammulung des Geiseltalmuseums in Halle/Saale und den privaten Harzsammlungen von G. Krumbiegiel und R. Wimmer makropetrographisch verglichen. Sie werden erstmalig beschrieben und die Ergebnisse der Infrarotabsorptions-Spektroskopie prasentiert.
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Salicylaldimine-based receptor as a material for iron(III) selective optical sensing
Publicationα,α-Bis(salicylimino)-m-xylene (L) was prepared using both conventional and microwave-assisted procedure. The compound exhibits ability to colorimetric recognition of iron(III) ions in aqueous environment, what is shown by significant color change from yellow to purple. In DMSO : water (9:1 v/v) solvent system receptor creates with iron(III) cations complexes of 2:1 stoichiometry (L:Fe3+) with stability constant (log K) 7.54±0.21....
Year 2016
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Badania fizykochemiczne bursztynu bałtyckiego na terenie Gdańska – wczoraj i dziś
PublicationPrzedstawiono zarys badań nad bursztynem bałtyckim z uwzględnieniem szczególnej roli Gdańska w tym obszarze.
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Naphthyl-vs. anthrylpyridine-2,6-dicarboxamides in cation binding studies. Synthesis and spectroscopic properties
PublicationPyridine-2,6-carboxamides bearing - or -naphthyl- and - or -anthryl- residues were prepared using simple method from pyridine-2,6-carboxylic acid dichloride and the respective aromatic amines. For the obtained receptors selective binding of lead(II), and copper(II) was found. Ion-receptor interactions were studied using UV-vis spectroscopy, spectrofluorimetry, 1H NMR, and FTIR spectroscopy. The reversible lead(II) and copper(II)...
Year 2015
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Synthesis of thiol derivatives of azobenzocrown ethers. The preliminary studies on recognition of alkali metal ions by gold nanoparticles functionalized with azobenzocrown and lipoic acid
PublicationThe article presents the synthesis of novel 13- and 16-membered azobenzocrown derivatives with peripheral thiol moieties and preliminary studies assessing their possible application in plasmonic sensors based on gold nanoparticles. The effect of the length of the chain connecting the macrocycle with the thiol group and the effect of the presence of the additional functional compound,...
Year 2014
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A review of amide bond formation in microwave organic synthesis
PublicationMicrowave-Assisted Organic Synthesis (MAOS) is one of the most current trends in organic chemistry. Herein, both the most popular and new approaches in microwave-syntheses of very important linkage in Nature - amide bond - are overviewed and compared with conventional synthetic routes.
Year 2013
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Amber imitations through the eyes of a chemist
PublicationBaltic amber imitations division was proposed. Main types of succinite imitations were presented and characterized. Different methods of identification of Baltic amber imitations were presented.
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Functionalized azobenzocrown ethers as sensor materials—The synthesis and ion binding properties
PublicationNew 13- and 16-membered azobenzocrown ethers with aromatic amino, amide, ether–ester or ether–amide residue in para position to an azo moiety were obtained. Acid–base properties and ion binding ability of the colored compounds were studied by spectroscopic methods: UV–vis, fluorimetry and 1H NMR spectroscopy. Selected azobenzocrowns were tested as ionophores in ion-selective membrane electrodes (ISEs) – classic and miniature all...
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Rearrangement of azoxybenzocrowns into chromophoric hydroxyazobenzocrowns and the use of hydroxyazobenzocrowns for the synthesis of ionophoric biscrown compounds
PublicationThe Wallach rearrangement was used as a method for preparing p-hydroxyazobenzocrown ethers starting from different azoxybenzocrowns as substrates. Synthesis of a series of p-hydroxyazobenzocrowns under modified conditions and characterization of the obtained products are presented. o-Hydroxyazobenzocrowns were identified among the products of the photochemical rearrangement of azoxybenzocrowns. Novel biscrowns were synthesized...
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Recognition and sensing of anions
PublicationMolecular ion recognition is one of the most intensively studied areas of supramolecular technology. The reason for this is the essential role that ions play in many biological as well as industrial processes. On the other hand, however, it has been proved that ions can have a negative impact on human health and the environment. For these reasons, it is extremly important to develop rapid and simple methods allowing the determination...
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Recognition of environmentally important ions
Publication..
Year 2012
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Anion recognition by n,n'-diarylalkanediamides
PublicationThe preparation of N,N'-diarylalkanediamides from respective aliphatic dicarboxylic acidesand 4-nitroaniline via microwave-promoted reactions is presented. The most positive effect of microwave irradiation was observed for N,N'-bis(4-nitrophenyl)butanediamide. Anion binding studies on the obtained diamides were carried out in DMSO and acetonitrile using UV-vis and 1H NMR spectroscopy. A mechanism for selective fluoride recognition...
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Bis(azobenzocrown ether)s-synthesis
PublicationSyntezowano nowe związki bisazobenzokoronowe różniące się wielkością makropierścienia i długością łańcucha łączącego oba pierścienie makrocykliczne. Związki te wykorzystano jako jonofory w membranach klasycznych i miniaturowych elektrod jonoselektywnych. Przeprowadzono również badania dotyczące kompleksowania soli litowców i berylowców w roztworze acetonitrylowym z wykorzystaniem spektrofotometrii UV-VIS oraz zbadano strukturę...
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Chromogenic amides of pyridine-2,6-dicarboxylic acid as anion receptors
PublicationThe synthesis of simple, chromogenic pyridine-2,6-dicarboxylic acid amides, derivates of isomeric nitroanilines and aminonitrophenols, and their ion binding properties are described. The ligands' response to ionic species was examined by naked eye and was studied with the use of UV-Vis spectroscopy in DMSO and its mixture with water. The effect of the localisation and the type of the substituents in aromatic rings were discussed....
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Diagnostyczne pasma IRS po modyfikacji bursztynu
PublicationBadania spektroskopowe naturalnego, modyfikowanego i prasowanego sukcynitu (bursztynu bałtyckiego), przygotowanego w określony sposób, oraz próbek zebranych w trakcie prowadzonych badań, pozwoliły z dużym prawdopodobieństwem wskazać diagnostyczne odcinki widm, pozwalające odróżnić materiał naturalny od substancji poddanych obróbce innej niż mechaniczna. Są to w różny sposób wykształcone pasma (w cm-1) w okolicach: 1642 i 888, 1012...
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Goitszyt zasługuje na nazwę...Rzecz o nomenklaturze mineralogicznej żywic naturalnych
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Synthesis of amides under microwave irradiation
PublicationAmides belong to the most important carboxylic acid derivatives. They are constituents of natural compounds like peptides and proteins. They found applications in many branches of science and industry, especially in pharmaceutical and polymer science. Conventional procedures for amide preparation involve reaction between amine and carboxylic acid or their more active derivatives such as acid chlorides, acid anhydrides or esters....
Year 2011
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Preliminary studies comparing the chemical composition of goitschiteand Saxonian succinite = Wstępne badania dotyczące porównania chemicznego składu goitszytu i sukcynitu saksońskiego
PublicationChemiczny skład goitszytu i sukcynitu saksońskiego porównano metodą spektroskopową (FTIR). Dalsza analiza została przeprowadzona z ekstraktów niepolarnych za pomocą chromatografii gazowej sprzężonej ze spektrometrią mas (GC-MS). Potwierdzono podobieństwo składu chemicznego bursztynu bitterfeldzkiego i sukcynitu z regionu Morza Bałtyckiego. Substancje zidentyfikowane w ekstrakcie goitszytu mogą sugerować jego genetyczne podobieństwo...
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Pyrrole azocrown ethers - synthesis, crystal structures, and fluorescence properties
PublicationZsyntezowano nowe związki makrocykliczne zawierające w makropierścieniu pierścień pirolowy, grupy azowe oraz reszty chromoforowe i fluorescencyjne. Scharakteryzowano strukturę krystaliczną dwóch spośród otrzymanych makrocykli metodą rentgenografii strukturalnej. Stwierdzono, że zaprezentowane pirolowe azokorony to związki czułe i selektywne na jony ołowiu(II) oraz, że mogą być użyte jako chemosensory zarówno w spektroskopii UV-Vis,...
Year 2010
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Determination of the chemical structure of potencial organic impurities occuring in the drug substance opopramol
PublicationThe tricyclic antipsychotic and antidepressant drug opipramol was examined with regard to the chemical structure of its organic impurities. Impurities were isolated from the technical product by chromatographic methods and their chemical structures were estabilished by HMNR, MS and FTIR.
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Determination of the chemical structure of potential organic impurities occurring in drug substance opipramol
PublicationThe tricyclic antipsychotic and antidepressant drug opipramol (opipramole) was examined with regard to the chemical structure of its organic impurities. Impurities were isolated from the technical product by chromatographic methods and their chemical structures were established by 1H NMR, MS and FTIR and further confirmed by comparison with commercially available products or with products obtained by independent synthesis, and...
Year 2009
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4-Hexylresorcinol-derived hydroxyazobenzocrown ethers as chromoionophores
PublicationOpisano syntezę nowych chromogenicznych azobenzokoron z grupą hydroksylową w pozycji para w stosunku do grupy azowej. Zdolność kompleksowania wybranych kationów litowców i berylowców przez otrzymane barwne związki makrocykliczne zbadano w acetonitrylu przy pomocy spektroskopii UV-Vis.
Year 2008
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The synthesis, x-ray structure and metal cation complexation properties of colored crown with two heterocyclic residues as a part of macrocycle
PublicationZsyntezowano nowy eter koronowy zawierający ugrupowanie azowe, resztę pirolu i pirydyny w pierścieniu makrocyklicznym. Badano zdolność kompleksowania kationów metali w acetonitrylu oraz mieszaninę acetonitryl-woda. Do pomiarów wykorzystano spektrofotometrię UV-Vis. Ustalono strukturę krystalograficzną otrzymanego związku.
Year 2007
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Azomacrocyclic derivatives of imidazole: synthesis, structure, and metal ion complexation properties
PublicationOtrzymano nowe azokorony zawierające resztę imidazolu w makropierścieniu. Na drodze sprzęgania z solami diazoniowymiotrzymano pochodne imidazolu 2-metylo, 4-metylo oraz 4-fenyloimidazolu. Synteza była prowadzona w warunkach wysokiego ciśnienia. Dla 21-członowej pochodnej 4-metyloimidazolu określono strukturę jej adduktu z wodą przy pomocy metod rentgenograficznych.Zdolność kompleksowania jonów metali badano spektrofotometrycznie...
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Azomacrocyclic derivatives of imidazole: synthesis, structure, and metal ion complexation properties
PublicationNew azocrown ethers comprising imidazoles in the macrocycle have been synthesized. Imidazole, 2-methyl-, 4-methyl-, and 4-phenylimidazole were incorporated to form macrocyclic units by coupling with the appropriate bis-diazonium salts. The syntheseswere performed under high dilution conditions. The X-ray structure of a water adduct of the 21-membered crown ether derivative of 4-methylimidazole 8 has been solved. Metal...
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