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Technická 5
166 28 Prague 6 – Dejvice
IČO: 60461373 / VAT: CZ60461373
Czech Post certified digital mail code: sp4j9ch
Copyright: UCT Prague 2015
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All publications of our authors (since 2015): here
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k Phonebook of the Department | |||
Professors: |
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Prof. Radek Cibulka e +420 22044 4182 d A 278c |
Head of Department | www | ResearcherID |
Prof. Pavel Lhoták e +420 22044 5055 d A 249 |
www | ||
Prof. Jaroslav Kvíčala e +420 22044 4240 d A 278d |
www | ||
Prof. Jiří Svoboda e +420 22044 3688 d A 278e |
www | ||
Associate Professors: |
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Assoc. Prof. Jan Budka e +420 22044 4284 d A 251 |
DOC web editor | www | |
Assoc. Prof. Jana Hodačová e +420 22044 4173 d A 270 |
www | ||
Assoc. Prof. Michal Kohout e +420 22044 5012 d A 258 |
www | ||
Assoc. Prof. Igor Linhart e +420 22044 4165 d A 266 |
www | ||
Assoc. Prof. Tomáš Tobrman e +420 22044 4245 d A 271 |
RIT | www | |
Assistant Professors: |
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Dr. Michal Himl e +420 22044 4165 d A 266 |
www | ||
Dr. Roman Holakovský e +420 22044 4279 d A 255 |
www | ||
Dr. Petr Kovaříček e +420 22044 2040 d B3 207 |
www | ||
Dr. Václav Kozmík e +420 22044 4118 d A 308 |
www | ||
Dr. Martin Krupička e +420 220 444 173 |
www | ||
Dr. Ondřej Kundrát e +420 22044 4280 d A 253 |
www | ResearcherID | |
Dr. Petra Ménová e +420 22044 3686 d A 268 |
www | ||
Dr. Pavla Perlíková e +420 22044 2039 d B3 206 |
www | ||
Dr. Markéta Rybáčková e +420 22044 4242 d A 259 |
Secretary of Department |
www | |
Dr. Eva Svobodová e +420 22044 4249 d A 260 |
www | ||
Technicians: |
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Květa Bártová e +420 22044 3686 d A 268 |
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Ivana Bocková, MSc. e +420 22044 4280 d A 250 |
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Michaela Kadlecová
e +420 22044 4276 d A 262 b Michaela.Kadlecova@vscht.cz |
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Martina Kovandová e +420 22044 4279 d A 255 |
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Vladimír Kuneš e +420 22044 4277 d A L06 |
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Jana Netušilová e +420 22044 4164 d A 278a |
Administrative Support of Department | ||
Markéta Slabochová, MSc. e +420 22044 4059 d A 308 |
Economist of Department | ||
Helena Štenglová e +420 22044 4278 d A 257 |
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Ing. David Tetour e +420 22044 4173 d A270 |
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Marta Tokárová e +420 220 444 245 d A 271 |
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Essential Information for Current Students
Bachelor Students
Master Students
PhD Students
Lectures delivered by members of the Department
- Toxicology and ecology
- Organic chemistry I, II and III
- Structural analysis
- Reactivity of organic compounds
- Molecular design
- Organic synthesis I and II
- Quantum organic chemistry
- Farmacochemistry
- Organic stereochemistry
- Organometallic chemistry
- Organic chemistry of selected elements
DATA
stdClass Object ( [nazev] => [seo_title] => Kvíčala [seo_desc] => [autor] => [autor_email] => [obsah] =>WELCOME TO THE GROUP OF ORGANOFLUORINE CHEMISTRY
WE ARE LOOKING FOR Bc., M.Sc. and Ph.D. STUDENTSWe offer:
- interesting projects focused mainly on fluorinated organic compounds
- practical knowledge of organic synthesis
- international collaboration with the possibility of an internship abroad
- presentation of results at national and international conferences
- introduction to computational and visualization methods for theoretical studies
- friendly atmosphere
Our latest achievements:
Three of our students were successfull at Student’s Scientific Conference 20230 organized by UCT Prague. Vít Jeníček placed first, Adam Hroch placed second and Kryštof Malyh placed second in their sessions.
Two of our students were successfull at Student’s Scientific Conference 2022 organized by UCT Prague. Michal Trojan placed first and Adam Hroch placed third in their sessions.
Our latest publications:
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Financial support
Current grant projects:
„Advanced reagents for (asymmetric) nucleophilic fluorination.“ (GA CR, 2021-2023)
Cooperation:
Grant project EXPRO: „Nanocrystallography of molecular crystals“ (GA CR, 2021-2025)
European Regional development Fund-Project "Organic redox couple based batteries for energetics of traditional and renewable resources (ORGBAT)" No.CZ.02.1.01/0.0/0.0/16_025/0007445.
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Employees
Prof. Ing. Jaroslav Kvíčala, CSc.
|
Students
Bc. Vít Jeníček Bc. Adam Hroch Bc. Šárka Polívková Bc. Sámer Melhem
Bc. Kryštof Malý Jan Mikuláštík Nadiia Silina Jakub Krebs
|
Helena Štenglová
Technician
Department of Organic Chemistry
University of Chemistry and Technology, Prague
Technická 5
166 28 Prague 6
tel: +420 220 444 242
e-mail: Helena.Stenglova@vscht.cz
building A, room 259
Ing. Markéta Rybáčková, Ph.D.
Assistant Professor
Department of Organic Chemistry
University of Chemistry and Technology, Prague
Technická 5
166 28 Prague 6
tel: +420 220 444 242
e-mail: Marketa.Rybackova@vscht.cz
building A, room 259
Education
- 1998-2003 master degree at UCT Prague
- 2003-2007 doctoral degree at UCT Prague/IOCB Prague
Experience
- 01-07/2006 Erasmus internship at University of Copenhagen (prof. Nielsen group)
- since 2007 member of Organofluorine chemistry group
- since 2008 assistant professor at Department of Organic Chemistry, UCT Prague
Courses overview
- Organic Chemistry I, II, A &B (seminars)
- Organic Chemistry: Laboratory I & II
- Specialized Laboratory – Organic Chemistry
- Laboratory of Specialization Synthesis of Drugs
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Prof. Ing. Jaroslav Kvíčala, CSc.
Head of the research group
Department of Organic Chemistry
University of Chemistry and Technology, Prague
Technická 5
166 28 Prague 6
tel: +420 220 444 240
e-mail: Jaroslav.Kvicala@vscht.cz
building A, room 278d
Education
- 1975-1980master degree at UCT Prague
- 1980-1987doctoral degree at UCT Prague
Experience
- 1984-1986 Scientist at VÚAnCh Ústí n. L.
- 1986-1988 Scientist at the Department of Organic Chemistry, UCT Prague
- 1988-2006 Assistant Professor at the Department of Organic Chemistry, UCT Prague
- 1992 ENSCM Montpellier
- 1993-1994, 1995 Swansea University of Wales
- 2003-2004 University of Colorado at Boulder (prof. Michl group)
- since 2006 Associate Professor at the Department of Organic Chemistry, UCT Prague
- since 2015 Full Professor at the Department of Organic Chemistry, UCT Prague
Courses overview
- Organic Chemistry I, II, A & B
- Organic Chemistry: Laboratory I & II
- Computations and Visualization of Molecules
- Organic Chemistry of Selected Elements
Current topics studied in our group:
- Chiral NHC ligands and fluorination reagents
- Ring opening metathesis of strained fluorocycloalkenes
- Computational studies of reaction mechanisms
- Chiral fluorous recyclable ruthenium and palladium catalysts
We have developed polyfluoroalkylated Hoveyda-Grubbs second-generation precatalyst analogues and PEPPSI catalyst analogues, that can be recycled using medium fluorous separation methods. This approach utilizes hydrofluoroethers such as HFE 7100 or HFE 7500, which are environmentally acceptable in comparison to perfluorinated solvents.
- Ring-closing metathesis of prochiral oxaendiynes
Prochiral oxaendiynes undergo chemoselective ring-closing metathesis affording 2H-pyran derivatives, which can be further transformed into tricyclic compounds via chemo- and stereoselective Diels-Alder reaction.
Selected publications
2020
Kolarikova, V.; Rybackova, M.; Svoboda, M.; Kvicala, J.:
Ring-closing metathesis of prochiral oxaenediynes to racemic 4-alkenyl-2-alkynyl-3,6-dihydro-2H-pyrans
Beilstein J. Org. Chem. 2020, 16, 2757–2768 DOI:10.3762/bjoc.16.226
Simunek, O.; Rybackova, M.; Svoboda, M.; Kvicala, J.:
Synthesis, catalytic activity and medium fluorous recycle of fluorous analogues of PEPPSI catalysts
J. Fluorine Chem. 2020, 236, 109588 DOI:10.1016/j.jfluchem.2020.109588
2018
Mundil, R.; Sokolohorskyj, A.; Hosek, J.; Cvacka, J.; Cisarova, I.; Kvicala, J.; Merna, J.:
Nickel and palladium complexes with fluorinated alkyl substituted α-diimine ligands for living/controlled olefin polymerization
Polym. Chem. 2018, 9, 1234-1248 DOI: 10.1039/C8PY00201K
Hosek, J.; Simunek, O.; Lipovska, P.; Kolarikova, V.; Kucnirova, K.; Edr, A.; Stepankova, N.; Rybackova, M.; Cvacka, J.; Kvicala, J.:
Medium Fluorous Separation Using Hydrofluoroether and Weakly Polar Solvents for Environmentally Friendly Recycling of Catalysts
ACS Sustainable Chem. Eng. 2018, 6, 7026-7034 DOI:10.1021/acssuschemeng.8b00865
Kucnirova, K.; Simunek, O.; Rybackova, M.; Kvicala, J.:
Structural Assignment of Fluorocyclobutenes by 19F NMR Spectroscopy – Comparison of Calculated 19F NMR Shielding Constants with Experimental 19F NMR Shifts
Eur. J. Org. Chem. 2018, 3867-3874 DOI:10.1002/ejoc.201800482
2016
Lipovska, P.; Rathouska, L.; Simunek, O.; Hosek, J.; Kolarikova, V.; Rybackova, M.; Cvacka, J.; Svoboda, M.; Kvicala, J.:
Synthesis and catalytic activity of ruthenium complexes modified with chiral racemic per- and polyfluorooxaalkanoates
J. Fluorine Chem. 2016, 191, 14-22 DOI:10.1016/j.jfluchem.2016.09.005
Dolenský, B.; Kvíčala, J.; Paleta, O. Methyl fluoroalkanoate as methyl-transferring reagent. Unexpected participation of BAl2 (SN2) mechanism in the reaction of methyl 2,3,3,3-tetrafluoro-2-methoxypropanoate with amines. J. Fluorine Chem. 2016, 185, 31-35. DOI:10.1016/j.jfluchem.2016.02.012
2015
Kolaříková, V.; Šimůnek, O.; Rybáčková, M.; Cvačka, J.; Březinová, A.; Kvíčala, J. Transition Metal Complexes Bearing NHC Ligands with Secondary Polyfluoroalkyl Groups. J. Chem. Soc., Dalton Trans., 2015, 44, 19663-19673. DOI:10.1039/C5DT02258D
Rybáčková, M.; Hošek, J.; Šimůnek, O.; Kolaříková, V.; Kvíčala, J. Computational study of productive and non-productive cycles in fluoroalkene metathesis. Beilstein J. Org. Chem. 2015, 11, 2150–2157. DOI:10.3762/bjoc.11.232
Hošek, J.; Rybáčková, M.; Čejka, J.; Cvačka, J.; Kvíčala, J.: Synthesis of heavy Fluorous Ruthenium Metathesis catalysts using the stereoselective addition of polyfluoroalkyllithium to sterically hindered diimines. Organometallics 2015, 34(13), 3327-3334. DOI:10.1021/acs.organomet.5b00325
2014
Babuněk, M.; Šimůnek, O.; Hošek, J.; Rybáčková, M.; Cvačka, J.; Březinová, A.; Kvíčala, J. Heavy fluorous phosphine-free ruthenium catalysts for alkene metathesis. J. Fluorine Chem., 2014, 161, 66-75. DOI:10.1016/j.jfluchem.2014.03.003
2013
Kvíčala, J.; Schindler, M.; Kelbichová, V.; Babuněk, M; Rybáčková, M.; Kvíčalová, M.; Cvačka, J.; Březinová, A.: Experimental and theoretical study of Hoveyda-Grubbs catalysts modified by perfluorohexyl ponytail in the alkoxybenzylidene ligand. J. Fluorine Chem., 2013, 153, 12-25. DOI:10.1016/j.jfluchem.2013.06.001
2012
Skalický, M.; Skalická, V.; Paterová, J.; Rybáčková, M.; Kvíčalová, M.; Cvačka, J.; Březinová, A.; Kvíčala, J.: Ag Complexes of NHC ligands Bering Polyfluoroalkyl and/or Polyfluoropolyalkoxy Ponytails. Why Are Polyethers More Fluorous Than Alkyls. Organometallics, 2012, 31, 1524-1532. DOI:10.1021/om201062c
2011
Skalická, V.; Rybáčková, M.; Skalický, M.; Kvíčalová, M.; Cvačka, J.; Březinová, A.; Čejka, J.; Kvíčala, J.: Polyfluoroalkylated Tripyrazolylmethane Ligands: Synthesis and Complexes. J. Fluorine Chem. 2011, 132, 434-440. DOI:10.1016/j.jfluchem.2011.04.010
2010
Paterová, J.; Skalický, M.; Rybáčková, M.; Kvíčalová, M.; Cvačka, J.; Kvíčala, J.: Synthesis of 2-(perfluoroalkyl)ethyl potassium sulfates based on perfluorinated Grignard reagents. J. Fluorine Chem. 2010, 131, 1338-1343. DOI:10.1016/j.jfluchem.2010.09.003
Kvíčala, J.; Beneš, M.; Paleta, O.; Král, V.: Regiospecific nucleophilic substitution in 2,3,4,5,6-pentafluorobiphenyl as model compound for supramolecular systems. Theoretical study of transition states and energy profiles, evidence for tetrahedral SN2 mechanism. J. Fluorine Chem. 2010, 131, 1327-1337. DOI:10.1016/j.jfluchem.2010.09.003
2009
Skalický, M.; Rybáčková, M.; Kysilka, O.; Kvíčalová, M.; Cvačka, J.; Čejka, J.; Kvíčala, J.: Synthesis of bis(polyfluoroalkylated)imidazolium salts as key intermediates for fluorous NHC ligands. J. Fluorine Chem. 2009, 130, 966-973. DOI:10.1016/j.jfluchem.2009.07.015
Kysilka, O.; Rybáčková, M.; Skalický, M.; Kvíčalová, M.; Cvačka, J.; Kvíčala, J.: Fluorous imidazolium room-temperature ionic liquids based on HFPO trimer. J. Fluorine Chem. 2009, 130, 629-639. DOI:10.1016/j.jfluchem.2009.04.006
2008
Kysilka, O.; Rybáčková, M.; Skalický, M.; Kvíčalová, M.; Cvačka, J.; Kvíčala, J.: HFPO trimer-based alkyl triflate, a novel building block for fluorous chemistry. Preparation, reactions and 19F gCOSY analysis. Collect. Czech. Chem. Commun. 2008, 73(12), 1799-1813. DOI:10.1135/cccc20081799
2007
Pomeisl, K.; Čejka, J.; Kvíčala, J.; Paleta, O.: Synthesis of 3-fluorofuran-2(5H)-ones based on Z/E photoisomerisation and cyclisation of 2-fluoro-4-hydroxybut-2-enoates. Eur. J. Org. Chem. 2007, 5917-5925.
Hajduch, J.; Paleta, O.; Kvíčala, J.; Haufe, G.: Fluorinated furan-2(5H)-ones: reactivity and stereoselectivity in Diels-Alder reactions. Eur. J. Org. Chem. 2007, 5101-5111.
Pomeisl, K.; Kvíčala, J.; Paleta, O.; Klásek, A; Kafka, S.; Kubelka, V.; Havlíček, J.; Čejka, J.: Limitations of the Wittig-Horner-type annulation of fluorobutenolide moiety to 3-hydroxyquinoline-2,4(2H,3H)-diones. Novel modifications of the Perkow reaction including fluorinated acyloxy leaving groups. Tetrahedron 2007, 63, 10549-10561.
Červenková Šťastná L.; Auerová, K.; Kvíčala, J.; Čermák, J.: Fluorophilic properties of (perfluorooctyl)ethyldimethylsilyl substituted and tetramethyl(perfluoroalkyl) substituted cyclopentadienes and their Ti(IV), Rh(III), and Rh(I) complexes. J. Organomet. Chem. 2007, 692, 1974-1982.
2006
Pomeisl, K.; Kvíčala, J.; Paleta, O.: Convenient Synthesis of 3-Fluoro-4,5-diphenylfuran-2(5H)-one from Benzoin Ethers. Novel and Efficient Z-E Isomerisation and Cyclisation of 2-Fluoroalkenoate Precursors, Substitution of Vinylic Fluorine. J. Fluorine Chem. 2006, 127, 1390-1397.
Kvíčala, J.; Baszczyňski, O.; Krupková, A.; Stránská, D.: Hydroboration of 1,1’-Bi(cyclopent-1-ene) and 3,3’-Biindene: Experimental and Theoretical Study. Collect. Czech Chem. Commun. 2006, 71, 1611-1626.
2005
Kvíčala, J.; Štambaský, J.; Skalický, M.; Paleta, O.: Preparation of Fluorohalomethyl-magnesium Halides Using Highly Active Magnesium Metal and Their Reactions. J. Fluorine Chem. 2005, 126, 1390-1395.
Dolenský, B.; Kvíčala, J.; Paleta, O.: Methyl 3,3,3-Trifluoropyruvate Hemiaminals: Stability and Transaminations. J. Fluorine Chem. 2005, 126, 745-751.