CeNT
herb

Laboratory of Chemical Synthesis Methodology

The research in our laboratory is aimed at the development of new, efficient methodologies for synthetic organic chemistry.

Currently, our research interests concentrate on the use of hypervalent iodine, whose unique properties allow for performing advanced oxidation reactions, which involve the formation of new chemical bonds and lead to a large increase in the molecular complexity. These include group-transfer processes, wherein a substituent is transferred from a stoichiometric hypervalent iodine reagent onto an organic acceptor, as well as hypervalent iodine-promoted oxidations that may be carried out using a catalytic amount of the iodine-containing compound. Recently, we have also initiated research into the application of electric energy for driving the oxidation of organic substrates, using iodoarenes as electrocatalysts.

A key element of our work are also investigations of chemical reaction mechanisms, which are conducted both using experimental and computational approaches.

Please visit our Group Website  for more details.

Marcin Kałek, PhD, DSc
email: m.kalek@cent.uw.edu.pl
phone: +48 22 55 43730
room: 03.45

EDUCATION AND PROFESSIONAL EXPERIENCE

2024–present   Associate Professor, Head of the Laboratory of Chemical Synthesis Methodology
    University of Warsaw, Centre of New Technologies
2016–2024   Assistant Professor, Head of the Laboratory of Chemical Synthesis Methodology
    University of Warsaw, Centre of New Technologies
     
2013–2015   Postdoctoral Fellow
    California Institute of Technology, Division of Chemistry and Chemical Engineering
    (with Prof. Gregory C. Fu)
     
2011–2013   Postdoctoral Fellow
    Stockholm University, Department of Organic Chemistry
    (with Prof. Fahmi Himo)
     
2006–2011   Ph.D. Student
    Stockholm University, Department of Organic Chemistry
    (with Prof. Jacek Stawinski)
     
Jan 2006–Sep 2006   Marie Curie Early Stage Research Training Fellow
    University of Southern Denmark, Nucleic Acid Center
    (with Prof. Jesper Wengel)
     
2002–2005   M.Sc. Student
    University of Warsaw, Centre for Interfaculty Individual Studies in Mathematical and Natural Sciences/Faculty of Chemistry (with Dr. Janusz Stepinski/Dr. Jacek Jemielity)

 

SELECTED AWARDS

2022  

Thieme Chemistry Journals Award
2020  

University of Warsaw Rector’s Distinction
2018   M. Mąkosza Foundation Scientific Award
2017   Minister of Science and Higher Education Fellowship for Outstanding Young Scientists
2012  

Swedish Reasearch Council International Postdoc Fellowship
2009   AstraZeneca Nils Löfgren Memorial Award
2005   Marie Curie Fellowship for Early Stage Research Training
     
     

Electrochemical Asymmetric Diacetoxylation of Styrenes Mediated by Chiral Iodoarene Catalyst
Wojciechowska, N., Bienkowski, K., Solarska, R., Kalek, M. (2023)
European Journal of Organic Chemistry 26(32), e202300477
Electrochemical Dearomatizing Spirolactonization and Spiroetherification of Naphthols and Phenols
Sarvi Beigbaghlou, S., Yafele, R. S., Kalek, M. (2023)
Synthesis 55(24), 4173-4180
Nucleolar essential protein 1 (Nep1): Elucidation of Enzymatic Catalysis Mechanism by Molecular Dynamics Simulation and Quantum Mechanics Study
Jedrzejewski, M., Belza, B., Lewandowska, I., Sadlej, M., Perlinska, A. P., Augustyniak, R., Christian, T., Hou, Y.-M., Kalek, M., Sulkowska, J. I. (2023)
Computational and Structural Biotechnology Journal 21, 3999-4008
Metal-Free S-Arylation of Phosphorothioate Diesters and Related Compounds with Diaryliodonium Salts
Sarkar, S., Kalek, M. (2023)
Organic Letters 25(4), 671-675
Synthesis of aryl sulfides by metal-free arylation of thiols with diaryliodonium salts under basic conditions
Sarkar, S., Wojciechowska, N., Rajkiewicz, A. A., Kalek, M. (2022)
European Journal of Organic Chemistry 2022(2), e202101408
Second generation of nucleotide analogues
Gołębiewska, J., Bartoszewicz, A., Kalek, M., Stawinski, J. (2022)
Phosphorus, Sulfur, and Silicon and the Related Elements 197(5-6), 511-514
Intermolecular Enantioselective Dearomatizing para-Methoxylation of Phenols Using 2-Iodoresorcinol/ lactamide Catalysts
Kraszewski, K., Tomczyk, I., Kalek, M. (2022)
Tetrahedron Letters 108, 154127
Diazonium-Based Covalent Molecular Wiring of Single-Layer Graphene Leads to Enhanced Unidirectional Photocurrent Generation through the p-Doping Effect
Jacquet, M., Osella, S., Harputlu, E., Pałys, B., Kaczmarek, M., Nawrocka, E. K., Rajkiewicz, A. A., Kalek, M., Michałowski, P. P., Trzaskowski, B., Unlu, C. G., Lisowski, W., Pisarek, M., Kazimierczuk, K., Ocakoglu, K., Więckowska, A., Kargul, J. (2022)
Chemistry of Materials 34(8), 3744-3758
Regioselective Dearomatization of N-Alkylquinolinium and Pyridinium Salts under Morita-Baylis-Hillman Conditions
Pareek, A., Kalek, M. (2022)
Advanced Synthesis & Catalysis 364(16), 2846-2851
N-Heterocyclic Carbene-Catalyzed Synthesis of Ynones via C–H Alkynylation of Aldehydes with Alkynyliodonium Salts—Evidence for Alkynyl Transfer via Direct Substitution at Acetylenic Carbon
Rajkiewicz, A. A., Wojciechowska, N., & Kalek, M. (2020)
ACS Catalysis, 10(1), 831-841
Benzoxazepine-Derived Selective, Orally Bioavailable Inhibitor of Human Acidic Mammalian Chitinase
Andryianau, G., Kowalski, M., Piotrowicz, M. C., Rajkiewicz, A. A., Dymek, B., Sklepkiewicz, P. L., ... & Mazur, M. (2020)
ACS Medicinal Chemistry Letters, 11(6), 1228-1235.
Mg2+-Dependent Methyl Transfer by a Knotted Protein: A Molecular Dynamics Simulation and Quantum Mechanics Study
Kałek, M., Perlińska, A., Sułkowska, J. (2020)
ACS Catalysis (10), 8058-8068
Mechanism of iodine(III)-promoted oxidative dearomatizing hydroxylation of phenols: evidence for radical-chain pathway
Kałek, M., Kraszewski, K., Tomczyk, I., Bieńkowski, K., Solarska, R. (2020)
Chem. Eur. J. (26), 11584-11592
Synthesis of Pummerer’s ketone and its analogs by iodosobenzene-promoted oxidative phenolic coupling
Kałek, M., Sarkar, S., Ghosh, M., Kałek, M. (2020)
Tetrahedron Lett. (61), 152459
Transition Metal-Free and Regioselective Vinylation of Phosphine Oxides and H-Phosphinates with VBX reagents
Castoldi, L., Rajkiewicz, A. A., & Olofsson, B. (2020)
Chemical Communications, 56(92), 14389-14392
Organocatalytic Group Transfer Reactions with Hypervalent Iodine Reagents
Ghosh, M. K., Rajkiewicz, A. A., & Kalek, M. (2019).
Synthesis, 51(02), 359-370.
Transition metal‐free aryl‐aryl cross‐coupling: C–H arylation of 2‐naphthols with diaryliodonium salts
Ghosh, M. K., Rzymkowski, J., & Kalek, M. (2019)
Chemistry-A European Journal, 25(41), 9619-9623
Mechanistic Insight into Enantioselective Palladium-Catalyzed Oxidative Carbocyclization-Borylation of Enallenes
Qiu, Y., Mendoza, A., Posevins, D., Himo, F., Kalek, M., & Bäckvall, J. E. (2018).
Chemistry-A European Journal, 24(10), 2433-2439.
N-Heterocyclic Carbene-Catalyzed Olefination of Aldehydes with Vinyliodonium Salts to Generate α,β-Unsaturated Ketones
Rajkiewicz, A. A., & Kalek, M. (2018).
Organic Letters, 20(7), 1906-1909.
Caution in the Use of Nonlinear Effects as a Mechanistic Tool for Catalytic Enantioconvergent Reactions: Intrinsic Negative Nonlinear Effects in the Absence of Higher-Order Species.
Kalek, M., & Fu, G. C. (2017).
Journal of the American Chemical Society, 139(11), 4225-4229.
Mechanism and Selectivity of Cooperatively Catalyzed Meyer–Schuster Rearrangement/Tsuji–Trost Allylic Substitution. Evaluation of Synergistic Catalysis by Means of Combined DFT and Kinetics Simulations
Kalek, M., & Himo, F. (2017).
Journal of the American Chemical Society, 139(30), 10250-10266.
Elucidation of Mechanisms and Selectivities of Metal-Catalyzed Reactions Using Quantum Chemical Methodology
Santoro, S., Kalek, M., Huang, G., & Himo, F. (2016)
Accounts of Chemical Research, 49(5), 1006-1018.