Projects funded by the NCN


Information on the principal investigator and host institution

Information of the project and the call

Keywords

Equipment

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Flow processes in the chemistry of selected chiral and achiral heteroorganic compounds: synthetic and stereochemical aspects

2014/15/B/ST5/05329

Keywords:

microreactors flow processes stereochemistry oxidation nuclephilic substitution,

Descriptors:

  • ST5_23:
  • ST5_17:
  • ST5_20:

Panel:

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

Host institution :

Centrum Badań Molekularnych i Makromolekularnych Polskiej Akademii Nauk

woj. łódzkie

Other projects carried out by the institution 

Principal investigator (from the host institution):

prof. Józef Drabowicz 

Number of co-investigators in the project: 3

Call: OPUS 8 - announced on 2014-09-15

Amount awarded: 979 484 PLN

Project start date (Y-m-d): 2015-08-11

Project end date (Y-m-d): 2021-06-10

Project duration:: 70 months (the same as in the proposal)

Project status: Project settled

Equipment purchased [PL]

  1. mikroreaktor ASIA 210 i 2 pompy do strzykawek w chromatografi HPLC (300 000 PLN)
  2. Czujnik ciśnienia pompy.
  3. Zestaw komputerowy.
  4. Mieszadło magnetyczne.

Information in the final report

  • Publication in academic press/journals (14)
  • Articles in post-conference publications (10)
  • Book publications / chapters in book publications (3)
  1. Synthesis of optically active tertiary phosphine oxides: A historical overview and the latest advances
    Authors:
    J. Chrzanowski, D. Krasowska, J. Drabowicz
    Academic press:
    Heteroatom Chemistry (rok: 2018, tom: 29, strony: 45302), Wydawca: Taylor and Francis
    Status:
    Published
    DOI:
    10.1002/hc.21476 - link to the publication
  2. Chiral Polythiophenes: Part I: Syntheses of Monomeric Precursors
    Authors:
    D. Krasowska, R. Karpowicz, J. Drabowicz
    Academic press:
    Molecules (rok: 2021, tom: 26, strony: 4205 (str. 1-29)), Wydawca: MDPI
    Status:
    Published
    DOI:
    10.3390/molecules26144205 - link to the publication
  3. Chiral sulfoxides: advances in asymmetric synthesis and problems with the accurate determination of the stereochemical outcome
    Authors:
    J. Han, V. A. Soloshonok, K. D. Klika ,J. Drabowicz, A. Wzorek
    Academic press:
    Chem. Soc. Rev (rok: 2018, tom: 47, strony: 1307-1350), Wydawca: The Royal Society of Chemistry
    Status:
    Published
    DOI:
    10.1039/c6cs00703a - link to the publication
  4. Continuous Flow Synthesis of 2,2'-diselenobis(benzoic acid) and Derivatives
    Authors:
    F. Begini, D. Krasowska, A. Jasiak, J. Drabowicz, C. Santi, L. Sancineto
    Academic press:
    Reaction Chemistry & Engineering (rok: 2020, tom: 5, strony: 641-644), Wydawca: Royal Chemical Society
    Status:
    Published
    DOI:
    10.1039/d0re00012d - link to the publication
  5. Optically Active Selenoxides: Structural and Synthetic Aspects
    Authors:
    D. Krasowska, L. Sancineto, M. Deska, J. Drabowicz
    Academic press:
    Symmetry (rok: 2020, tom: 12, strony: 45315), Wydawca: MDPI
    Status:
    Published
    DOI:
    10.3390/sym12030349 - link to the publication
  6. Can onium type derivatives with a stereogenic sulfur atom serve as chiral ionic liquids? A literature search
    Authors:
    D. Krasowska, A. Jasiak, D. Kulawik, W. Ciesielski, J. Drabowicz
    Academic press:
    Phosphorus, Sulfur, and Silicon and the Related Elements (rok: 2019, tom: 194, strony: 712-719), Wydawca: Taylor and Francis
    Status:
    Published
    DOI:
    10.1080/10426507.2019.1603717 - link to the publication
  7. High‐performance liquid chromatographic enantioseparation of N‐aryl‐thioureidoalkylphosphonates and thiourylenedi(alkylphosphonates) on polysaccharide‐ based chiral stationary phases
    Authors:
    J. Drabowicz, M. H. Kudzin, Z. H. Kudzin, P. Pokora- Sobczak
    Academic press:
    Chirality (rok: 2018, tom: 30, strony: 131-140), Wydawca: Wiley Periodicals, Inc.
    Status:
    Published
    DOI:
    10.1002/chir.22794 - link to the publication
  8. Self-disproportionation of enantiomers (SDE) of chiral sulfoxides, amides and thioamides via achiral chromatography
    Authors:
    J. Drabowicz, A. Jasaik, A. Wzorek, A. Sato, V.A. Soloshonok
    Academic press:
    ARKIVOC (rok: 2017, tom: II, strony: 557-585), Wydawca: Arkat USA, Inc
    Status:
    Published
    DOI:
    10.3998/ark.5550190.0018.200 - link to the publication
  9. 1-(Acylamino)alkylphosphonic Acids—Alkaline Deacylation
    Authors:
    M. Cypryk, J. Drabowicz, B. Gostynski, M. H. Kudzin, Z. H. Kudzin, P. Urbaniak
    Academic press:
    Molecules (rok: 2018, tom: 23, strony: 853-870), Wydawca: MPDI
    Status:
    Published
    DOI:
    10.3390/molecules23040859 - link to the publication
  10. Experimental study on the microreactor-assisted synthesis of phosphinic chlorides with varying steric hindrance
    Authors:
    A. Jasiak, K. Owsianik, B. Gostynski, G. Mielniczak, C.Stevens, J. Drabowicz
    Academic press:
    Organic Chemistry Frontiers (rok: 2020, tom: 7, strony: 3664-3674), Wydawca: RSC
    Status:
    Published
    DOI:
    10.1039/D0QO01129K - link to the publication
  11. Selected heterocycles with a stereogenic sulfur or phosphorus atombased on a phenol residue containing a chiral auxiliary
    Authors:
    D. Krasowska, J. Chrzanowski, A. Jasiak, J. Drabowicz
    Academic press:
    Phosphorus, Sulfur and Silicon and the Related Elements (rok: 2017, tom: 192, strony: 585-588), Wydawca: Taylor and Francis
    Status:
    Published
    DOI:
    10.1080/10426507.2017.1295048 - link to the publication
  12. Self-disproportionation of Enantiomers (SDE) of Chiral Nonracemic Amides via Achiral Chromatography
    Authors:
    A. Wzorek, A. Sato, J. Drabowicz, V. A. Soloshonok
    Academic press:
    Israel Journal of Chemistry (rok: 2016, tom: 56, strony: 977– 989), Wydawca: Wiley-VCH Verlag GmbH&Co. KGaA, Weinheim
    Status:
    Published
    DOI:
    10.1002/ijch.201600077 - link to the publication
  13. Solvent-Free Michaelis−Arbuzov Rearrangement under Flow Conditions
    Authors:
    A. Jasiak, G. Mielniczak, K. Owsianik, M. Koprowski, D. Krasowska, J. Drabowicz
    Academic press:
    J. Org. Chem (rok: 2019, tom: 84, strony: 2619-2625), Wydawca: American Chemical Society
    Status:
    Published
    DOI:
    10.1021/acs.joc.8b03053 - link to the publication
  14. Stereochemistry of organic sulfur compounds: More than 100 years of history, current state and further challenges
    Authors:
    J. Drabowicz
    Academic press:
    Phosphorus, Sulfur and Silicon and the Related Elements (rok: 2017, tom: 192, strony: 145-148), Wydawca: Taylor and Francis
    Status:
    Published
    DOI:
    10.1080/10426507.2016.1252366 - link to the publication
  1. Jubileusz Profesora Mariana Mikołajczyka oraz Związki ze stereogenicznym heteroatome: od modeli stereochemicznych do chiralnych substancji pomocniczych
    Authors:
    J. Drabowicz
    Conference:
    60 Zjazd Naukowy PTChem, Wrocław (rok: 2017, ), Wydawca: Polskie Towarzystwo Chemiczne
    Data:
    konferencja 17-22 września
    Status:
    Published
  2. Procesy przepływowe w chemii chiralnych i achiralnych zwiazków heteroorganicznych
    Authors:
    E. Krawczyk, D. Krasowska, M. Koprowski, K. Owsianik, J. Drabowicz
    Conference:
    59 Zjazd Naukowy Polskiego Towarzystwa Chemicznego (rok: 2016, ), Wydawca: Polskie Towarzystwo Chemiczne
    Data:
    konferencja 19-23 września
    Status:
    Published
  3. Reakcja tlenków drugorzędowych fosfin z CCl4 w warunkach przepływowych
    Authors:
    A. Jasiak, G. Mielniczak, D. Krasowska, P. L. Povalarapu, J. Drabowicz
    Conference:
    61 Zjazd Naukowy Polskiego Towarzystwa Chemicznego (rok: 2018, ), Wydawca: Polskie Towarzystwo Chemiczne
    Data:
    konferencja 17-21 września
    Status:
    Published
  4. The continuous flow processes in organic synthesis
    Authors:
    E. Krawczyk, A. Jasiak, G. Mielniczak, M. Koprowski, K. Owsianik, J. Drabowicz
    Conference:
    20th International Symposium "Advances in the Chemistry of Heteroorganic Compounds", and XVII International Symposium on Selected Problems of Chemistry of Acyclic and Cyclic Heteroorganic Compounds, (rok: 2017, ), Wydawca: Łódź Branch, Polish Chemical Society
    Data:
    konferencja 23-24 listopada
    Status:
    Published
  5. Procesy przepływowe w syntezie organicznej
    Authors:
    E. Krawczyk, A. Jasiak, G. Mielniczak, M. Koprowski, K Owsianik, J.Drabowicz
    Conference:
    60 Zjazd Naukowy PTChem, Wrocław 17-22 września 2017, S01P79 (rok: 2017, ), Wydawca: Polskie Towarzystwo Chemiczne
    Data:
    konferencja 17-22 września
    Status:
    Published
  6. Efficient and catalyst-free condensation of sulfinyl chlorides and alcohols using continuous flow
    Authors:
    Ewa Krawczyk-Sójka, K.Owsianik, M. Koprowski1, D. Krasowska1, A. Jasiak, G. Mielniczak, J. Drabowicz
    Conference:
    XIX INTERNATIONAL SYMPOSIUM "ADVANCES IN THE CHEMISTRY OF HETEROORGANIC COMPOUNDS" (rok: 2016, ), Wydawca: Łódź Branch, Polish Chemical Society
    Data:
    konferencja 25 listopada
    Status:
    Published
  7. Selected Chiral and Achiral Organosulfur Compounds as Stereochemical Models and/or Auxiliaries in Asymmetric Synthesis and the Chemistry of New Materials
    Authors:
    D. Krasowska, B. Dudziński, A. Zając, P. Pokora-Sobczak, A. Jasiak, E. Krawczyk- Sójka, B. Bujnicki, M. Mikina, G. Mielniczak, Y. Mertens, Ch. V. Stevens, J. Drabowicz
    Conference:
    28th International Symposium on the Organic Chemistry of Sufur (ISOCS-28) (rok: 2018, ), Wydawca: Tokyo Institute of Technology
    Data:
    konferencja August 26-31
    Status:
    Published
  8. Selected Compounds Containing a Stereogenic Phosphorus Atom as Chiral Ionic Liquids, Ligands and/or Organocatalysts
    Authors:
    J. Drabowicz, D. Krasowska, J. Chrzanowski, P. Pokora- Sobczak, G. Mielniczak, A. Jasiak, S. Miroshnychenko
    Conference:
    22nd International Conference on Phosphorus Chemistry (rok: 2018, ), Wydawca: Hngarian Chemical Society
    Data:
    konferencja 8-13 July 2018
    Status:
    Published
  9. Efficient, catalyst-free condensation of sulfinyl chlorides with alcohols under flow
    Authors:
    A.Jasiak, Y. Mertens, G. Mielniczak, C. Stevens, J. Drabowicz
    Conference:
    Chemistry Beyond Nature (rok: 2018, ), Wydawca: Cursiva (www.cursiva.pl)
    Data:
    konferencja June 21-22
    Status:
    Published
  10. Stereochemiczne aspekty przemian wybranych reakcji związków siarko- i fosforoorganicznych: porównanie procesów przepływowych i batchowych
    Authors:
    G. Mielniczak, A. Jasiak, M. Koprowski, K. Owsianik, J. Drabowicz
    Conference:
    IX Seminarium "Postepy w syntezie związków nieracemicznych (rok: 2018, ), Wydawca: Politechnika Wrocławska
    Data:
    konferencja 17-21 października
    Status:
    Published
  1. Heterocycles Incorporating a Pentacoordinated, Hypervalent Phosphorus Atom
    Authors:
    D. Krasowska, P. Pokora- Sobczak, A. Jasiak, J. Drabowicz
    Book:
    Advances in Heterocyclic Chemistry (rok: 2018, tom: 124, strony: 175-231), Wydawca: Elsevier Inc.
    Status:
    Published
  2. 12.12-Bicyclic Systems With Bridgehead (Ring Junction): Phosphorus, Arsenic, Antimony or Bismuth Atoms
    Authors:
    J. Drabowicza, R. Karpowicz, D. Krasowska, Ch. V.Stevens
    Book:
    Comprehensive Heterocyclic Chemistry IV (rok: 2022, tom: 12, strony: 367-412), Wydawca: Elsevier
    Status:
    Published
  3. 12.21. Compounds Containing a Spiro Phosphorus Atom
    Authors:
    J. Drabowicza, R. Karpowicz, D. Krasowska, L. Sancinetoa, Ch. V.Stevens
    Book:
    Comprehensive Heterocyclic Chemistry IV (rok: 2022, tom: 12, strony: 633-740), Wydawca: Elsevier
    Status:
    Published