Previous Scientific Work line


The origin of Chemistry of Functional Molecules Group is connected with former Department of Organic Chemistry.
The Department was founded in the 1950's by Professor Jiří Sicher, whose brilliant personality inspired and deeply influenced mainstream research for several decades.


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Heads of the Department

1953-1970 Professor Jiří Sicher
1971-1989 Dr. Zdeněk Arnold
1989-2002 Dr. Jiří Závada
2003-2006 Dr. Ivo Starý


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Distinguished Scientists Who Were Members of the Department

Dr. Zdeněk Arnold (1922-1996)
Prof. Dalimil Dvořák - Institute of Chemical Technology, Prague
Prof. Otto Exner (1924-2008)
Prof. Antonín Holý - IOCB Prague
Prof. Pavel Kočovský - University of Glasgow
Prof. Vladimír Král - Institute of Chemical Technology, Prague
Prof. Martin Kotora - Charles University and IOCB, Prague
Prof. Jiří Sicher (1921-1970)
Prof. Ivan Stibor - Institute of Chemical Technology, Prague
Dr. Jiří Závada - IOCB, Prague


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Research Groups & Leaders

Group of Organic Synthesis (Ivo Starý)
Group of Supramolecular Chemistry (Petr Holý)
Laboratory of Synthesis Methodology (Martin Kotora)


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Areas of Interest and Key Achievements in the Past


Self-assembly of conformationally biased molecules in crystals
 
Terephthalic Siamese Twins Holý, P.; Sehnal, P.; Tichý, M.; Závada, J.; Císařová, I.
Tetrahedron: Asymmetry 2003, 13, 245-253.
Self-Assembly of Chiral Hydrogen-Bonded Grid Layers from Terephthalic Siamese Twins.
 
Nanotubes Kraus, T.; Císařová, I.; Buděšínský, M.; Závada, J.
Angew. Chem. Int. Ed. 2002, 41, 1715-1717.
Per-(6-amino-2-O-carboxymethyl-6-deoxy-3-O-methyl)-α-cyclodextrin: Helical Self-Assembly of the Polyionic Amino Acid into Nanotubes.
 
Dioxopiperazines Bělohradský, M.; Císařová, I.; Holý, P.; Pastor, J.; Závada, J.
Tetrahedron 2002, 58, 8811-8823.
α-Amino Acids and Dioxopiperazines Crowned at the α-Carbons with Polyether Macrorings. Synthesis, Complexation and Self-Assembling Properties.
 
triangles Chadim, M.; Buděšínský, M.; Hodačová, J.; Závada, J.; Junk, P. C.
Tetrahedron: Asymmetry 2001, 12, 127-133.
(3+3)-Cyclocondensation of the Enantiopure and Racemic Forms of trans-1,2-Diaminocyclohexane with Terephthaldehyde. Formation of Diastereomeric Molecular Triangles and their Stereoselective Solid-state Stacking into Microporous Chiral Columns.
 
triangles Holý, P.; Závada, J.; Císařová, I.; Podlaha, J.
Angew. Chem. Int. Ed. 1999, 38, 381-383.
Self-Assembly of 1,1´-Biphenyl-2,2´,6,6´-tetracarboxylic Acid. Formation of an Achiral Grid with Chiral Compartments.



Stereochemistry of organic reactions
 
azepines Tichý, M.; Buděšínský, M.; Günterová, J.; Závada, J.; Podlaha, J.; Císařová, I.
Tetrahedron 1999, 55, 7893-7906.
Intramolecular Transfer of Axial to Central Chirality in the Strecker Reaction.
Synthesis and Stereochemistry of 5,7-Dicyano-6,7-dihydro-5H-dibenz[c,e]azepines.
 
Twisted Dihydroazepinium Salts Stará, I. G.; Starý, I.; Tichý, M.; Závada, J.; Hanuš, V.
J. Am. Chem. Soc. 1994, 116, 5084-5088.
Stereochemical Dichotomy in the Stevens Rearrangement of Axially Twisted Dihydroazepinium and Dihydrothiepinium Salts. A Novel Enantioselective Synthesis of Pentahelicene.
 
Epoxidation by Carbamate Kočovský, P.; Starý, I.
J. Org. Chem. 1990, 55, 3236-3243.
Steric Control of Epoxidation by Carbamate and Amide Groups. Evidence for the Carbonyl-Directed Epoxidation.
 
Allylpalladium Complexes Starý, I.; Kočovský, P.
J. Am. Chem. Soc. 1989, 111, 4981-4982.
The First Observation of Syn-Anti Dichotomy in the Formation of (π-Allyl)palladium Complexes.
 
E2 Eliminations Bartsch, R. A.; Závada, J.
Chem. Rev. 1980, 80, 453-494.
Stereochemical and Base Species Dichotomies in Olefin-Forming E2 Eliminations  (review article covering more than 40 papers from this Laboratory).
 
bimolecular olefin-forming eliminations Sicher, J.
Angew. Chem. Int. Ed. 1972, 11, 200.
The Syn and Anti Steric Course in Bimolecular Olefin-forming Eliminations
(review article covering more than 16 Sicher´s papers on this subject).



New synthetic methods and selectivity control
 
Teplý, F.; Stará, I. G.; Starý, I.; Kollárovič, A.; Šaman, D.; Rulíšek, L.; Fiedler, P.
J. Am. Chem. Soc. 2002, 124, 9175-9180.
Synthesis of [5]-, [6]-, and [7]Helicene via Ni(0)- or Co(I)-Catalyzed Isomerization of Aromatic cis,cis-Dienetriynes.
 
Cyclodextrin Derivatives Kraus, T.; Buděšínský, M.; Závada, J.
J. Org. Chem. 2001, 66, 4595-4600.
General Approach to the Synthesis of Persubstituted Hydrophilic and Amphiphilic Cyclodextrin Derivatives.
 
Substituted 2-Naphthols Hovorka, M.; Závada, J.
Tetrahedron 1992, 48, 9503-9516 and 9517-9530.
The Oxidative Cross-Coupling of Substituted 2-Naphthols. Parts I and II.
 
Strophanthidin Kočovský, P.; Stieborová, I.
Tetrahedron Lett. 1989, 30, 4295-4298.
Synthesis of Strophanthidin.
 
Vilsmeier-Haack-Arnold Acylations Jutz, C.; Arnold, Z.
Adv. Org. Chem. 1976, 9 (part 1), 225.
Vilsmeier-Haack-Arnold Acylations
(review article covering more than 70 Arnold´s papers on this subject).
 
Twistane Tichý, M.
Collect. Czech. Chem. Commun. 1974, 39, 2673.
Stereochemical Studies LXXXI. Absolute Configuration and Chiroptical Properties of Tricyclo(4,4,0,03,8)decane (Twistane) and Some of its Derivatives.
 



Correlation analysis of chemical data
 
Exner, O.; Čárský, P.
J. Am. Chem. Soc. 2001, 123, 9564-9570.
Acidity of Carboxylic Acids: A Rebuttal and Redefinition.
 
Exner, O.
J. Chem. Soc. Chem. Commun. 2000, 1655-1656.
Entropy-Enthalpy Compensation and Anticompensation: Solvation and Ligand Binding.
 
Exner, O.
J. Phys. Org. Chem. 1999, 12, 265-274.
The Inductive Effect: Theory and Quantitative Assessment.
 
Exner, O.
Correlation Analysis of Chemical Data
Plenum Press, New York 1988.
 
Exner, O.
Progr. Phys. Org. Chem. 1973, 10, 411-482.
The Enthalpy-Entropy Relationship.


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