A5102959233- Organophosphorus compounds synthesis
- Synthesis and Reactivity of Sulfur-Containing Compounds
- Phosphorus compounds and reactions
- Synthesis and characterization of novel inorganic/organometallic compounds
- Chemical Synthesis and Reactions
- Sulfur-Based Synthesis Techniques
- Asymmetric Hydrogenation and Catalysis
- Asymmetric Synthesis and Catalysis
- Chemical Synthesis and Characterization
- Organoselenium and organotellurium chemistry
- Chemical Reaction Mechanisms
- Chemical Synthesis and Analysis
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Organometallic Compounds Synthesis and Characterization
- Coordination Chemistry and Organometallics
- Inorganic and Organometallic Chemistry
- Molecular spectroscopy and chirality
- Fullerene Chemistry and Applications
- Advanced Synthetic Organic Chemistry
- Radical Photochemical Reactions
- Axial and Atropisomeric Chirality Synthesis
- Innovative Microfluidic and Catalytic Techniques Innovation
- Organic Chemistry Cycloaddition Reactions
- Chemical Reactions and Isotopes
Ghent University
2020-2024
Polish Academy of Sciences
2014-2023
Centrum Badań Molekularnych i Makromolekularnych Polskiej Akademii Nauk
2014-2023
Polish Academy of Learning
2021
University of Łódź
2006-2021
Jan Długosz University
2012
A series of variously functionalized selenium-containing compounds were purposely synthesized and evaluated against a panel cancer cell lines. Most the showed an interesting cytotoxicity profile with compound 5 showing potent activity on MCF7 cells. The ethyl amino derivative acts synergistically cis-platin inhibits GST enzyme potency that well correlates observed in computational analysis suggests possible binding mode enzyme. As main outcome present study, emerged as valid lead for...
A series of enantiomerically enriched tertiary phosphine oxides have been prepared via the Pd‐catalyzed cross‐coupling reactions pure tert ‐butylphenylphosphine oxide, with a variety aryl iodides and bromides. This new protocol under optimized reaction conditions [toluene, 110 0 C, Pd(PPh 3 ) 4 , K 2 CO (or Et N)] afforded highly functionalized P‐chiral yield 78% to 95% enantiomeric excesses above 98%. The stereoretentive outcome was proved by X‐ray crystallography selected oxides: ( S...
Synthesis, structural studies and the use of (−)-(S)- (+)-(R) enantiomers t-butylphenylphosphinothioic acid as a chiral solvating agent for determination enantiomeric purity is discussed. Systems that are most extensively studied emphasized.
The continuous flow synthesis of the key building block 2,2′-diselenobis(benzoic acid) (DSBA) and its analogues is herein reported.
A simple and efficient method to convert elemental selenium into alkali metal diselenide was developed.The use of borohydride in a molar ratio 1 0.125 the presence base, under "on water" conditions ultrasound activation permitted reduction Se Se2 2-to be completed within minutes.Thus obtained aqueous solution then used multigram scale synthesis 2,2'-diselenobis(benzoic acid) (DSBA) valuable building block for development diverse pivotal selenorganic compounds.
The first solvent- and catalyst-free procedure for the Michaelis-Arbuzov reaction under flow conditions was developed. A variety of alkylphosphonic esters could be obtained using this protocol starting from corresponding trialkyl phosphites even catalytic amounts alkyl halides with very short times (8.33-50 min) excellent conversions. In general, works effectively when halide is used in as low 5-10% only if it concerns synthesis homo alkylphosphonates. One equivalent an excess should...
While organophosphorus chemistry is gaining attention in a variety of fields, the synthesis phosphorus derivatives amino acids remains challenging task. Previously reported methods require deprotonation nucleophile, complex reagents or hydrolysis phosphonate ester. In this paper, we demonstrate how to avoid these issues by employing phosphonylaminium salts for novel mixed n-alkylphosphonate diesters acid-derived n-alkylphosphonamidates. We successfully applied methodology N-acyl homoserine...
Abstract Simple, efficient, clean, and stereospecific protocols of protection phosphorus atom with borane deprotection from the complexes tertiary phosphines in mild conditions are reported. The proposed protection/deprotection reactions tolerate a range functional groups lead to pure products excellent yield no need for application chromatographic or crystallisation purification procedures. For first time mechanisms phosphine have been studied based on experimental kinetic data as well...
Background: High-pressure chemistry offers the possibility to have faster and cleaner transformations thus addressing most of green principles. Among devices recently developed, Q-tube is worth mentioning since it cheap, easy handle, safe highly versatile. Methods: The recent interesting results obtained using such technique are reviewed in this study. Results: Examples assisted reactions organic synthesis presented a critical manner making where possible, comparison with conventional...
Modifying the surface of nanomaterials, such as carbon nanotubes, by introducing heteroatoms or larger functional groups into structure causes a change in chemical properties-manifested increase reactivity well conductivity. This paper presents new selenium derivatives obtained covalent functionalization brominated multi-walled nanotubes (MWCNTs). The synthesis was carried out mild conditions (3 days at room temperature), and additionally assisted with ultrasound. After two-stage...
Abstract Synthetic procedures applied for the preparation of a new diastereomerically pure sulfinate and amidosulfite few enantiomerically sulfinyl derivatives, including sulfoxides functionalized with perfluorocumyl substituent, are presented. Attempts to polymerize optically active 2‐(3‐thienyl)ethyl p‐tolyl sulfoxide also mentioned. Mechanistic stereochemical aspects presented protocols discussed. Structural studies, which include X‐ray, circular dichroism, vibrational dichroism‐‐based...
Synthetic approaches to the preparation of non-racemic selenoxides and problem their optical stability are discussed in this mini review.
This review presents the use of cyclic tri- and pentavalent amidoesters diamides with a stereogenic phosphorus as chiral stoichiometric auxiliaries in asymmetric synthesis. It shows that these compounds are especially useful for preparation selected acyclic enantiomerically (diastereomerically) pure (or enriched) tricoordinated-trivalent tetracoordinated-pentavalent derivatives precursors phosphorus-containing carbanions. Their utility few other reactions is also discussed.
Abstract Organophosphorus compounds such as phosphonamidates are gaining attention across different fields of chemistry, with interesting applications pharmaceuticals, or pesticides. However, practical application is complicated by their difficult syntheses which often involve expensive unstraightforward reagents and harsh conditions. To remedy these issues, we present a flexible, room temperature synthesis for novel P ‐alkylphosphonamidates without the need intermediary purification....
The absolute configuration and conformations of (−)-tert-butylphenylphosphinoamidate were determined using three different chiroptical spectroscopic methods, namely vibrational circular dichroism (VCD), electronic (ECD), optical rotatory dispersion (ORD). In each the methods used, experimental data for (−)-enantiomer tert-butylphenylphosphinoamidate measured in solution phase. Using concentration-dependent infrared spectra, existence dimers was investigated, monomer–dimer equilibrium...
Abstract Preparation of the sulfite derived from racemic and (R)−(+) ‐enantiomer BINOL is reported. The crystal structure optically active, levorotatory isomer its ring opening induced by nucleophilic substitution reactions with selected nucleophiles are presented. © 2011 Wiley Periodicals, Inc. Heteroatom Chem 22:562–570, 2011; View this article online at wileyonlinelibrary.com . DOI 10.1002/hc.20722
AbstractPreparation of chiral phosphonic acid amidoesters or diesters derived from diastereomerically pure 1-[α-N-1-phenylethylamino]benzyl-2-naphthol 2,2′-dihydroxy-1,1′-binaphthyl are reported. The attempted ring opening reactions the isolated compounds with a few nucleophiles also discussed. Basic structural data for phenyl amidophosphonate and phenylamidothiophosphonate based on X-ray analysis presented.Keywords: Optical activitydiastereomeric amidophosphonateschiral phosphonatesBINOL,...
GRAPHICAL ABSTRACT
GRAPHICAL ABSTRACT Selected heterocycles with a stereogenic sulfur or phosphorus atom based on phenol residue containing chiral auxiliaryAll authorsJacek Chrzanowski, Dorota Krasowska, Aleksandra Jasiak & Jozef Drabowiczhttps://doi.org/10.1080/10426507.2017.1295048Published online:25 May 2017