- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Crystallography and molecular interactions
- Synthesis and Reactivity of Heterocycles
- Synthesis and Reactions of Organic Compounds
- Synthesis and Characterization of Heterocyclic Compounds
- Synthesis and Biological Evaluation
- Synthesis and Characterization of Pyrroles
- Synthesis of heterocyclic compounds
- Luminescence and Fluorescent Materials
- Synthesis and biological activity
- Organoboron and organosilicon chemistry
- Chemical Reaction Mechanisms
- Catalytic C–H Functionalization Methods
- Organic Chemistry Cycloaddition Reactions
- Synthesis and Catalytic Reactions
- Click Chemistry and Applications
- Conducting polymers and applications
- Chemical Synthesis and Analysis
- Chemical synthesis and alkaloids
- Catalytic Cross-Coupling Reactions
- Organic Light-Emitting Diodes Research
- Phenothiazines and Benzothiazines Synthesis and Activities
- Molecular Sensors and Ion Detection
- Asymmetric Synthesis and Catalysis
University of Pardubice
2010-2024
University of Ljubljana
2008-2010
University of Zurich
2010
Ten optically pure substituted 2-(pyridin-2-yl)imidazolidin-4-ones, 1a-d, 2a-4a, and 2b-4b, were prepared characterized. The absolute configurations of individual ligands determined by X-ray analysis or NOESY experiments. Cu(II) complexes the respective studied as enantioselective catalysts nitroaldol (Henry) reaction aldehydes with nitromethane, giving corresponding 2-nitroalkanols. In case an anti arrangement imidazolidin-4-one ring, obtained result was 91-96% ee, whereas in syn...
The reaction of substituted benzenediazonium tetraphenylborates with the β-enaminones derived from pentane-2,4-dione, 1-phenylbutane-1,3-dione, and 1,4-diphenylbutane-1,3-dione a primary or secondary (N-methyl, N-phenyl) amino group in CH2Cl2 gives 5-(substituted-phenyldiazenyl)-2,2-diphenyl-4,6-disubstituted-1,3,2λ4-oxazaborines 5-(substituted-phenyldiazenyl)-2,2-diphenyl-3,4,6-trisubstituted-1,3,2λ4-oxazaborines, respectively. intermediate these compounds has been identified, mechanism for...
A series of azo coupling products have been prepared by reaction substituted benzenediazonium tetrafluoroborates with N-alkyl 4-aminopent-3-en-2-ones or 3-amino-1-phenylbut-2-en-1-ones. The structure and tautomerism the were studied means single-crystal X-ray study NMR spectroscopy in deuteriochloroform solution. obtained from 4-methylaminopent-3-en-2-ones (3a–i) exist CDCl3 solution as E/Z isomer mixtures Z strongly predominating. major is a mixture enamino–azo imino–hydrazo tautomers...
Abstract 15 N NMR spectra of twelve neat ionic liquids derived from 1,3‐disubstituted imidazolium salts were measured, and effects nitrogen atoms substitution, type anions influence solvents used for dilution studied. Changes in charge distribution are discussed. Copyright © 2006 John Wiley & Sons, Ltd.
Eight new and stable triazaborine chromophores featuring various substituents as donor acceptor moieties were prepared investigated. An interpretation of the measured electrochemical data (CV, RDV, dc polarography) UV−vis spectra quantum chemical calculations are presented. In homologous series first reduction proceeds a one-electron reversible process localized at −N═C–C═N– part central heterocycle being in conjugation with attached carbonyl. The oxidation triazaborines two-electron...
Abstract We describe the synthesis, electrochemistry, photophysics, computational analysis and electrochemiluminescence (ECL) of a new series oxazaborine molecules. Our strategy is based on modification coumarin‐oxazaborine moiety to be directly joined through carbon‐carbon bond, forming donor‐acceptor (D‐A) chromophores. These structures substantially change electron distribution as well photophysical electrochemical behaviors with strong effect final quantum yield. For all compounds, we...
Abstract magnified image A series of 3‐acyl‐4‐amino‐1‐aryl‐1 H ‐pyrazoles has been prepared by reaction β‐enaminones with benzenediazonium tetrafluoroborates substituted especially fluorine‐containing groups (F, CF 3 , and OCF ). The compounds have characterized means 1 13 C NMR spectroscopy. In the case 5‐phenylaminohept‐4‐en‐3‐one 2,6‐dichloro‐4‐trifluoromethylbenzenediazonium tetrafluoroborate product azo coupling on phenylamino group corresponding pyrazole isolated identified....
Acylation of 2-aminobenzamide and 2-(methylamino)benzamide with substituted benzoyl chlorides in acetone has been used to prepare the respective 2-(substituted benzoylamino)benzamides 1a−i, which were then subjected sodium methoxide catalysed ring closure give phenyl)quinazolin-4-ones 2a−i. The kinetics cyclisation reactions monitored by UV/Vis spectroscopy at 25 °C methanolic solutions methoxide. In case 1a−i benzoylamino)thiobenzamides 3a−j, non-linear dependences observed rate constants...
Abstract The following substances have been synthesized and characterized as monomers or intermediates for syntheses of new polymers: 1‐(4‐vinylbenzyl)uracil ( 1a ), 1‐(4‐vinylbenzyl)thymine 1b N ‐4‐acetyl‐1‐(4‐vinylbenzyl)cytosine 1c 1‐(4‐vinylbenzyl)cytosine 1d 9‐(4‐vinylbenzyl)adenine 2a 2‐amino‐9‐(4‐vinylbenzyl)‐6‐chloro‐9 H ‐purine 2b 9‐(4‐vinylbenzyl)‐guanine 2c ). alkylation reactions with 4‐vinylbenzyl chloride were catalyzed anhydrous sodium iodide. substitution at position 9 in...
4-Dimethylaminopent-3-en-2-one reacts with two molecules of benzenediazonium-tetrafluoroborate to give compound 1. The structure this was determined by means X-ray analysis its crystal and 1H, 13C 15N NMR spectra solution in CDCl3. molecule contains one azo group hydrazone group. substance exists, both form solutions concentrations above 0.1 mol l−1, the a dimer, which pair are bound hydrogen bonds N–H⋯N. On diluting solution, dimers decompose, forms being an equilibrium that is rapid on time scale.
A new method for the synthesis of substituted 4-amino-1-arylpyrazoles is described, starting from β-enaminones and variously benzenediazonium tetrafluoroborates. The reaction proceeds under mild conditions, very simple to perform, applicable a relatively wide range substituents, both at β-enaminone diazonium salt materials.
The reaction of 4-substituted benzenediazonium tetrafluoroborates with 3-amino-1-phenylbut-2-en-1-one, 4-amino-4-phenylbut-3-en-2-one and their N-aryl derivatives 1a–1g has been used to prepare the respective azo coupling products i.e. compounds 2–5 from enaminone 1a, 6–9 1c, compound 10 1d, 11 1e, 12, 13 1f, 14, 15 1b 16 1g. Tautomerism prepared investigated in CDCl3 solutions by means 1H, 13C 15N NMR spectra. Crystal structures selected have also X-ray diffraction.
Compounds 2 were prepared by the reaction of 3-amino-5,5-dimethylcyclohex-2-en-1-one and its N-phenyl derivative with substituted benzenediazonium tetrafluoroborates, their 1H, 13C 15N NMR spectra measured analysed. The active components react enaminones in molar ratios 2:1. Only case 4-methoxybenzenediazonium tetrafluoroborate traces product 1:1 observed. attack diazonium component occurs at carbon atoms C-2 C-4, hydrazo form is always formed 2-position. spectroscopy was adopted to study...
2-Aroylmethylidene-1,2,3,4-tetrahydroquinolines with the appropriate substituents can be suitable precursors for synthesis of alkaloids from Galipea officinalis (cuspareine, galipeine, galipinine, angustureine). However, only two, rather low-yielding procedures their are described in literature. We have developed a simple and efficient protocol an intramolecular, palladium or copper-catalysed amination both chloro- bromo-substituted 3-amino-1,5-diphenylpent-2-en-1-ones leading to...