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Search results for: ORGANIC CHEMISTRY
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Toward an Understanding of the Chemiluminescence Accompanying the Reaction of 9-Carboxy-10-methylacridinium Phenyl Ester with Hydrogen Peroxide
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Enantiomeric Resolution of N,N'-Dimethyldithiodianthranilide through Diastereomeric silver(I) complex. Chiroptical spectra, racemization barrier and molecular self-assembly
PublicationN,N'-dimetyloditiodiantranilid, związek o chiralności płaszczyznowej, rozdzielono na enancjomery. Optycznie czynne molekuły uzyskano w wyniku tworzenia chiralnego kompleksu N,N'-dimetyloditiodiantranilidu z solą srebrową kwasu (1S)-kamforosulfonowego. W oparciu o badania rentgenostrukturalne monokryształu uzyskanego kompleksu określono absolutną konfigurację przykoordynowanego ligandu jako (R). Enancjomery N,N'-dimetyloditiodiantranilid...
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Conformation Properties, Chiroptical Spectra, and Molecular Self-Assembly of 2,3-Piperazinodiones and Their Dithiono Analogues
PublicationRodzina chiralnych cyklicznych oksamidów została otrzymana przez kondensację optycznie czynnych 1,2-diamin ze szczawianem dietylu. Tionowanie produktów odczynnikiem Lawessona doprowadziło do chiralnych 2,3-dipiperazynodionów. Geometrie cząsteczkowe badano z użyciem obliczeń kwantowo-mechanicznych DFT i porównano z wynikami analizy krystalograficznej. Sześcioczłonowy pierścień heterocykliczny przyjmuje konformację półkrzesłową,...
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Influence of Carbohydrate Residues on Antibacterial Activity of Vancomycin
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Stereoselective Alkylation of Indole with 5-Arylidene-Meldrum’s Acids in the Presence of Organocatalysts
PublicationBackground: Indole motif is frequently present in biologically active compounds. Enantiomerically pure or enriched 2,2-dimethyl-5-(aryl(1H-indol-3-yl)methyl)-1,3-dioxane-4,6-diones can be considered as a convenient starting point for the synthesis of a indole ring fused with cyclic ketones with biological activity. Preparation of chiral 2,2-dimethyl-5-(aryl(1H-indol-3-yl)methyl)-1,3-dioxane- 4,6-diones requires the reaction of...
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Pincer Complexes Based on Phosphinoaminopyridines: Synthesis, Structural Characterization and Catalytic Applications
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Fate of Ionic Liquids in Soils and Sediments
PublicationZrozumienie losu cieczy jonowych w glebach i osadach dennych jest istotnym elementem ich implementacji z zachowaniem idei zrównoważonego rozwoju. Niniejsza publikacja zawiera analizę i podsumowanie danych dotyczących oddziaływań cieczy jonowych w roztworach wodnych oraz agregacji na powierzchniach stałych. Zaobserwowano, że silnie lipofilowe ciecze jonowe zawierające długi łańcuch węglowodorowy lub duży organiczny anion wykazują...
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Manganese(III) Promoted Cyclization of N-alkenyl-N-(2-hydroxyethyl) amides to Iso-Oxacepham Potent β-Lactamase Inhibitors
PublicationBackground: β-Lactams are still a subject of interest of organic chemists. The main reason for this interest is due to their application as a chemotherapeutic. β-Lactam antibiotics are still the most commonly used drugs in bacterial infections. Method: Methods using 4-exo-trig radical cyclization leading to β-lactams are an alternative to classical Staudinger`s β-Lactams formation. We prepared N-alkenyl-N-(2-hydroxyethyl)amides...
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Benzophosphol-3-yl Triflates as Precursors of 1,3-Diarylbenzophosphole Oxides
PublicationAsimplemethodforthesynthesisof3-arylbenzophospholeoxidesunderSuzuki−Miyauracouplingconditionshasbeenpresented.Itemploysbenzophosphol-3-yltriflatestartingmaterialswhich,priortoourwork,hadnotbeenusedforthesynthesisof3-arylbenzophospholeoxides.Thereactionsproceedover24handprovidealibraryof3-arylbenzophospholeoxides.Thesyntheticaccesstothebenzophosphol-3-yltriflateshasbeenimproved.Thepreliminaryphotophysicalpropertiesofsome3-arylbenzophospholeoxideshavebeeninvestigatedbyabsorptionandemissionmeasurements.Thetheoreticalcalculationswereperformedtoestablishstructure−propertyrelationships.
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Methylene bridged glycoluril dimers: synthetic methods
PublicationZaprezentowano syntezę pochodnych glikolurylu tworzących ściśle sprecyzowane dimeryczne struktury w roztworze wodnym. Opisano diastereoselektywną syntezę pochodnych o strukturze amfifilowej.
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Selected Methods for the Chemical Phosphorylation and Thiophosphorylation of Phenols
PublicationThis Focus Review gathers together a selection of methods for the chemical phosphorylation of phenols that employ three‐ and four‐coordinate phosphorus compounds. Phosphorylated scaffolds can exhibit enhanced properties compared to their non‐phosphorylated analogues, such as increased biological activity and increased/decreased solubility; as such, phosphorus compounds have gained more and more interest in organic and medicinal...
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Regioselective Synthesis of 6‐Vinyl‐3,6‐dihydropyridine‐2(1H)‐ones through Simple Addition of a Vinylmagnesium “Ate” Complex to 2‐Pyridones
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Sequential Synthesis of Organosilicon‐Linked 2‐Methoxypyridines by Non‐Cryogenic ortho‐Metallation Using the nBu2TMPMg·Li Reagent and Hydrosilylation
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Structure–property relationships and third-order nonlinearities in diketopyrrolopyrrole based D–π–A–π–D molecules
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Atropoisomerism in Mono- and Diaryl-Substituted 4-Amino-2,6-lutidines
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Front Cover: Chiral Molecular Cages Based on Cyclotriveratrylene and Sucrose Units Connected with p ‐Phenylene Linkers (Eur. J. Org. Chem. 6/2021)
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Chiral Molecular Cages Based on Cyclotriveratrylene and Sucrose Units Connected with p ‐Phenylene Linkers
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Determination of the Stereostructure of Pyrimidine Nucleoside Derivatives with a Combination of Various Chiroptical Methods
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Dimolybdenum Tetraacetate as an Auxiliary Chromophore in Absolute Configuration Determination of Amino Acids from their Circular Dichroism Spectra - Foundations and Developments
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Diosgenyl 2-amino-2-deoxy-β-D-galactopyranoside: synthesis, derivatives and antimicrobial activity
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Convenient and Efficient Diastereoselective Preparation of Functionalized Z -Alkenyl Sulfides
PublicationWe have developed an efficient and convenient regio‐ and stereoselective reduction of the alkynyl sulfides with pinacolborane in the presence of copper(I) chloride to produce (Z)‐alkenyl sulfides in good and very good yields. The functionalized alkynyl sulfides are readily available based on the reaction of lithium acetylides with thiotosylates under mild conditions.
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General, Mild, and Metal-Free Functionalization of Indole and Its Derivatives Through Direct C3-Selenylation
PublicationA very mild method for the introduction of functionalized alkylselenyl group at C-3 position of the indole ring was developed. The proposed procedure consists of an electrophilic substitution of indole and its derivatives with bis(O,O-diisopropoxyphosphorothioyl) diselenide and subsequent cleavage of the P–Se bond with tetrabutylammonium fluoride in the presence of various electrophilic reagents. This method can be successfully...
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Acylic congener of cucurbituril: synthesis and recognition properties.
PublicationZaprezentowano syntezę analogów acyklicznych cucurbiturilu oraz ich zdolności do kompleksowania wybranych 16 amin, dioli, kwasów dikarboksylowych, pochodnych guanidyny oraz pirydyny. Obserwowane tworzenie kompleksów przebiegało około 180 razy słabiej niż dla cucurbiturilu. Wyniki te świadczą o potencjalnych możliwościach zbliżonych do analogów cyklicznych pod względem tworzenia kompleksów i rozpoznawania wyżej wymienionych...
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[NCh, ICh] Physical Chemistry of Organic Compounds in Natural Waters
e-Learning Courses{mlang pl} Dyscyplina: Nauki chemiczne Zajęcia obieralne dla doktorantów Prowadzący: prof. dr hab. Tadeusz Górecki Liczba godzin: 15 {mlang} {mlang en} Discipline: Chemical science Elective course for PhD students Academic teacher: prof. dr hab. inż. Tadeusz Górecki Total hours of training: 15 teaching hours {mlang}
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Synthetic strategies in construction of organic macromolecular carrier–drug conjugates
PublicationMany metabolic inhibitors, considered potential antimicrobial or anticancer drug candidates, exhibit verylimited ability to cross the biological membranes of target cells. The restricted cellular penetration ofthose molecules is often due to their highhydrophilicity. One of the possible solutions to this problem is aconjugation of an inhibitor with a molecular organic nanocarrier. The conjugate thus formed should beable to penetrate...
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Regioselective synthesis of novel 4,5-diaryl functionalized 3,4-dihydropyrimidine-2(1H)-thiones via a non-Biginelli-type approach and evaluation of their in vitro anticancer activity
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Small isomeric push–pull chromophores based on thienothiophenes with tunable optical (non)linearities
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Elusive π-helical peptide foldamers spotted by chiroptical studies
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A configurational and conformational study of (−)-Oseltamivir using a multi-chiroptical approach
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Chromane helicity rule – scope and challenges based on an ECD study of various trolox derivatives
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Bypassing the stereoselectivity issue: transformations of Kinugasa adducts from chiral alkynes and non-chiral acyclic nitrones
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Synthesis and structural investigation of N-acyl selenophosphoramides
PublicationN-acylowane amidy kwasu O,O-neopentylidenomonoselenofosforowego, w zależności od podstawnika na atomie azotu, krystalizują jako konformery zawierające selen w pozycji ekwatorialnej bądź aksjalnej. Wyniki tych eksperymentów wyjaśniono działaniem efektu anomerycznego.
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Helicity discrimination in N,N'-dibenzoyl-1,2,3,4,7,8,9,10-octahydro-1,10-phenanthrolines and their thiono- and selenocarbonyl analogues by inclusion complexation with chiral diols
PublicationX-ray crystallographic analysis of the title compounds revealed that they assume a folded helical con- formation of an approximate C2 symmetry in the solid state. Dithioamide, diselenoamide and monoselenoamide were resolved to enantiomers by inclusion crystallization with optically active diols (TADDOLs). The absolute configuration of the guest molecules in the complexes was assigned as P. The optical activity of the resolved compounds...
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Towards β-selectivity in functional estrogen receptor antagonists
PublicationBased on the benzo[b]naphtho[1,2-d]furan and benzo[b]naphtho[1,2-d]thiophene frameworks, a series of ligands with different basic side chains (BSCs) has been synthesized and pharmacologically evaluated. Also, their binding modes have been modelled using docking techniques. It was found that the introduction of a BSC in these systems brings about a decrease of affinity for both estrogen receptors α and β in an in vitro competitive...
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5-Bromo-2′-deoxycytidine—a potential DNA photosensitizer
PublicationA double-stranded oligonucleotide, 80 base pairs in length, was multiply labeled with 5-bromo-2′-deoxycytidine (BrdC) using polymerase chain reaction (PCR). The modified oligonucleotide was irradiated with 300 nm photons and its damage was assayed by employing DHPLC, LC-MS and denaturing polyacrylamide gel electrophoresis (PAGE). Two types of damage were demonstrated, namely, single strand breaks (SSBs) and intrastrand cross-links...
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Creation of Hydrogen Bonded 1D Networks by Cocrystallization of N,N`-bis(2-pyridyl) aryldiamines with Dicarboxylic Acids.Tworzenie 1D sieci krystalicznych poprzez kokrystalizację N,N` -bis(2-piry- dylo) arylodiamin z kwasami dikarboksylowymi.
PublicationZsyntetyzowano szereg N,N`-bis(2-pirydylo) arylodiamin, a następnie otrzymano serię kompleksów w/w amin z kwasami dikarboksylowymi oraz kwasem kwadratowym w postaci monokryształów. Jednostki N,N`-bis(2-pirydylo) arylodiamin i kwasy dikarboksylowe oddziaływują ze sobą poprzez wiązania wodorowe tworząc ośmioczłonowy cykliczny układ. W kompleksach 1:1 cząsteczki układają się w jedno-wymiarową sieć krystaliczną tworzoną przy udziale...
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Ewa Wagner-Wysiecka dr hab. inż.
PeopleEwa Wagner-Wysiecka is a graduate of the Faculty of Chemistry at Gdańsk University of Technology (specializing in Chemical Technology, with a focus on Inorganic Technology and a sub-specialty in Technical and Industrial Analytics). She completed her master's thesis, entitled "Identification of Contaminants in Pharmacopoeial Sulfaquinoxaline," under the supervision of Professor Jan F. Biernat. After completing her master's degree...
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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.
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Green Chemistry Metrics with Special Reference to Green Analytical Chemistry
PublicationThe concept of green chemistry is widely recognized in chemical laboratories. To properly measure an environmental impact of chemical processes, dedicated assessment tools are required. This paper summarizes the current state of knowledge in the field of development of green chemistry and green analytical chemistry metrics. The diverse methods used for evaluation of the greenness of organic synthesis, such as eco-footprint, E-Factor,...
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Sławomir Makowiec dr hab.
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Coacervative extraction as a green technique for sample preparation for the analysis of organic compounds
PublicationOne of the present trends in analytical chemistry is miniaturization, which is one of the methods of green analytical chemistry application. A particular emphasis is placed on the elimination of the use of large amounts of organic solvents which are toxic and harmful to the environment, maintaining high efficiency of the extraction process, high recovery values and low values of quantification (LOQ) and detection (LOD) limits....
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Krystyna Dzierzbicka prof. dr hab. inż.
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Marek Biziuk prof. dr hab. inż.
PeopleCURRICULUM VITAE Marek BIZIUK Born 1947 MSc 1969 GUT PhD 1977 GUT DSc 1994 GUT Professor 2001 Membership of scientific society - Gdansk Scientific Society - Romanian Society of Analytical Chemistry - Engineers and Techniques of...
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Kazimierz Darowicki prof. dr hab. inż.
PeopleStudia wyższe ukończyłem w czerwcu 1981 roku po zdaniu egzaminu dyplomowego i obronie pracy magisterskiej. Opiekunem pracy magisterskiej był dr hab. inż. Tadeusz Szauer. W roku 1991, 27 listopada uzyskałem stopień naukowy broniąc pracę doktorską zatytułowaną „Symulacyjna i korelacyjna analiza widm immitancyjnych inhibitowanej reakcji elektrodowej”. Promotorem pracy był prof. dr hab. inż. Józef Kubicki (Wydział Chemiczny...
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Application of deep eutectic solvents (DES) in analytical chemistry
PublicationRecent years have been associated with efforts to reduce the impact on the natural environment. A greener approach has been introduced in various areas of science, including analytical chemistry. One of the basic procedures for preparing a sample for analysis is its extraction. Traditional methods involve the use of large amounts of organic compounds, often toxic, with an unfavorable impact on the environment. A representative...
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Agata Kot-Wasik prof. dr hab. inż.
PeopleAgata Kot-Wasik, born in 1964 in Siedlce, graduated in 1988 from the Faculty of Chemistry, Gdańsk University of Technology in Industrial and Technical Analysis. In 1988-1992 she was employed in the Department of Organic Chemistry. In 1990, she completed postgraduate studies "Instrumental techniques in the traces analysis and Environmental Protection" at GUT, and in 1992 began PhD Studies at the Faculty of Chemistry, GUT, which...
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Green Chemistry in Higher Education: State of the Art, Challenges, and Future Trends
PublicationNowadays, there is increasing interest in global sustainability, and thus, university students would like to know how human actions affect the health status of our planet. This is mainly due to their basic knowledge of problems such as global warming and greenhouse gases. Students would like to gain knowledge on how to safeguard the earth for future generations. This must involve changes in education programs at interested institutions...
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Jacek Ryl dr hab. inż.
PeopleI have obtained my PhD in chemical technology in 2010. In the same year, I was employed at the Department of Electrochemistry, Corrosion and Materials Engineering at the Faculty of Chemistry. In 2018 I received habilitation at the Faculty of Chemistry GUT in technical sciences in the discipline of chemical technology. From 2021, he was employed at the Institute of Nanotechnology and Materials Science at the Faculty of Technical...
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Evaluation of Green Sample Preparation Techniques for Organic Compounds
PublicationNowadays, Green Analytical Chemistry (GAC) idea is of high importance, with impact on the rapid growth in the sample preparation area with special emphasis on sample preparation simplification, miniaturization and automation. Due to the fact that GAC is of high importance today, this study is focused on the evaluation of green sample preparation techniques for organic compounds. It is well known that sample preparation is considered...
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Comparison of hydrochemistry and organic compound transport in two non-glaciated high Arctic catchments with a permafrost regime (Bellsund Fjord, Spitsbergen)
PublicationAn increase in air temperature related to climate change results in the retreat of glaciers, the degradation of permafrost, and the expansion of glacier-free areas in the polar regions. All these processes lead to changes in the Arctic landscape. They influence the hydrochemistry of streams and rivers fed by glaciers and thawing permafrost. In this study, we examine eighty two water samples from two non-glaciated catchments with...