Asymmetric nucleophilic catalysis with N-heterocyclic carbenes and phosphines. New reactions, catalysts, and methods of research.

2014/15/D/ST5/02579

Keywords

Descriptors

  • ST5_23: Chemia organiczna
  • ST5_18: Kataliza homogeniczna i heterogeniczna
  • ST4_15: Chemia teoretyczna i obliczeniowa

Panel

ST5 – Materials: materials synthesis, structure-properties relations, advanced and functional materials with designed properties, (macro)molecular architecture, material engineering

Host institution

Uniwersytet Warszawski, Centrum Nowych Technologii Uniwersytetu Warszawskiego

Voivodeship: mazowieckie

Other projects carried out by the institution »

Principal investigator (from the host institution)

dr Marcin Kałek

Number of co-investigators in the project: 2

Call

SONATA 8 – announced on 2014-09-15

Amount awarded
975 360 PLN
Project start date
2015-10-01
Project end date
2019-09-30
Project duration
48 months (the same as in the proposal)
Project status
Project settled

Equipment purchased [PL]

  1. Elektroniczna waga laboratoryjna z dokładnością do 0,1 mg (2 pcs). Cost: 15 000 PLN
  2. Glovebox z atmosferą gazu obojętnego. Cost: 140 000 PLN
  3. Instalacja do gazów laboratoryjnych. Cost: 10 000 PLN
  4. Kriostat zanurzeniowy. Cost: 10 000 PLN
  5. Linia Schlenka (azotowo-próżniowa) (2 pcs). Cost: 10 000 PLN
  6. Mieszadło magnetyczne z ogrzewaniem i kontrolą temperatury (4 pcs). Cost: 14 000 PLN
  7. Pompa próżniowa membranowa. Cost: 10 000 PLN
  8. Pompa próżniowa olejowa. Cost: 10 000 PLN
  9. Suszarka laboratoryjna. Cost: 5 000 PLN
  10. System do wysokowydajnej chromatografii cieczowej z zestawem kolumn chiralnych. Cost: 200 000 PLN
  11. System oczyszczania rozpuszczalników (do tetrahydrofuranu, toluenu, eteru dietylowego, dichlorometanu) (4 pcs). Cost: 50 000 PLN
  12. Szkło laboratoryjne i mały sprzęt. Cost: 12 000 PLN
  13. Wyparka rotacyjna. Cost: 12 000 PLN

Information in the final report

Publication in academic press/journals (6)

  1. 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.

    Authors:
    Marcin Kalek*, Fahmi Himo*
    Academic press:
    Journal of the American Chemical Society (year: 2017, volume: 139, pages: 10250-10266), Publisher: American Chemical Society
    Status:
    Published
    DOI:
    10.1021/jacs.7b01931 – link to the publication
  2. Mechanistic Insight into Enantioselective Palladium-Catalyzed Oxidative Carbocyclization-Borylation of Enallenes

    Authors:
    Youai Qiu, Abraham Mendoza, Daniels Posevins, Fahmi Himo, Marcin Kalek*, Jan-E. Backvall*
    Academic press:
    Chemistry - A European Journal (year: 2018, volume: 24, pages: 2433-2439), Publisher: WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
    Status:
    Published
    DOI:
    10.1002/chem.201705239 – link to the publication
  3. N-Heterocyclic Carbene-Catalyzed Synthesis of Ynones via C–H Alkynylation of Aldehydes with Alkynyliodonium Salts – Evidence for Alkynyl Transfer via SN2 Substitution at Acetylenic Carbon

    Authors:
    Adam A. Rajkiewicz, Natalia Wojciechowska, Marcin Kałek*
    Academic press:
    ACS Catalysis (year: 2020, volume: 10, pages: 831-841), Publisher: American Chemical Society
    Status:
    Published
    DOI:
    10.1021/acscatal.9b04394 – link to the publication
  4. N-Heterocyclic Carbene-Catalyzed Olefination of Aldehydes with Vinyliodonium Salts to Generate α,β-Unsaturated Ketones

    Authors:
    Adam A. Rajkiewicz, Marcin Kalek*
    Academic press:
    Organic Letters (year: 2018, volume: 20, pages: 1906-1909), Publisher: American Chemical Society
    Status:
    Published
    DOI:
    10.1021/acs.orglett.8b00447 – link to the publication
  5. Elucidation of Mechanisms and Selectivities of Metal-Catalyzed Reactions using Quantum Chemical Methodology

    Authors:
    Stefano Santoro, Marcin Kalek, Genping Huang, Fahmi Himo*
    Academic press:
    Accounts of Chemical Research (year: 2016, volume: 49, pages: 1006-1018), Publisher: American Chemical Society
    Status:
    Published
    DOI:
    10.1021/acs.accounts.6b00050 – link to the publication
  6. 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

    Authors:
    Marcin Kalek*, Gregory C. Fu*
    Academic press:
    Journal of the American Chemical Society (year: 2017, volume: 139, pages: 4225-4229), Publisher: American Chemical Society
    Status:
    Published
    DOI:
    10.1021/jacs.7b01826 – link to the publication

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Graphic design and implementation: Jakub Piotrowski