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  1. Article ; Online: Highly Efficient Solid-State Hydrolysis of Waste Polyethylene Terephthalate by Mechanochemical Milling and Vapor-Assisted Aging.

    Štrukil, Vjekoslav

    ChemSusChem

    2020  Volume 14, Issue 1, Page(s) 330–338

    Abstract: Despite significant methodological and technological advancements in chemical recycling of synthetic polymers, an efficient and quantitative conversion of post-consumer polyethylene terephthalate (PET) into terephthalic acid (TPA) under ambient ... ...

    Abstract Despite significant methodological and technological advancements in chemical recycling of synthetic polymers, an efficient and quantitative conversion of post-consumer polyethylene terephthalate (PET) into terephthalic acid (TPA) under ambient conditions of temperature and pressure still remains a challenge. In this respect, the application of mechanochemistry and multiple advantages offered by solid-state ball milling and vapor-assisted aging have remained insufficiently explored. To further expand their potential, the implementation of organic solvent-free milling as a superior methodology for successful alkaline depolymerization of waste PET (e. g., bottles and textile) into TPA monomer in near-quantitative yields was reported herein. The solid-state alkaline PET hydrolysis was also shown to proceed in excellent yields under aging conditions in humid environment or in the presence of alcohol vapors. Moreover, the performance of mechanochemical ball milling and aging in the gram-scale depolymerization of PET into TPA was demonstrated.
    Language English
    Publishing date 2020-10-13
    Publishing country Germany
    Document type Journal Article
    ISSN 1864-564X
    ISSN (online) 1864-564X
    DOI 10.1002/cssc.202002124
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Mechanochemical synthesis of thioureas, ureas and guanidines

    Vjekoslav Štrukil

    Beilstein Journal of Organic Chemistry, Vol 13, Iss 1, Pp 1828-

    2017  Volume 1849

    Abstract: In this review, the recent progress in the synthesis of ureas, thioureas and guanidines by solid-state mechanochemical ball milling is highlighted. While the literature is abundant on their preparation in conventional solution environment, it was not ... ...

    Abstract In this review, the recent progress in the synthesis of ureas, thioureas and guanidines by solid-state mechanochemical ball milling is highlighted. While the literature is abundant on their preparation in conventional solution environment, it was not until the advent of solvent-free manual grinding using a mortar and pestle and automated ball milling that new synthetic opportunities have opened. The mechanochemical approach not only has enabled the quantitative synthesis of (thio)ureas and guanidines without using bulk solvents and the generation of byproducts, but it has also been established as a means to develop "click-type" chemistry for these classes of compounds and the concept of small molecule desymmetrization. Moreover, mechanochemistry has been demonstrated as an effective tool in reaction discovery, with emphasis on the reactivity differences in solution and in the solid state. These three classes of organic compounds share some structural features which are reflected in their physical and chemical properties, important for application as organocatalysts and sensors. On the other hand, the specific and unique nature of each of these functionalities render (thio)ureas and guanidines as the key constituents of pharmaceuticals and other biologically active compounds.
    Keywords guanidines ; mechanochemistry ; solid state synthesis ; thioureas ; ureas ; Science ; Q ; Organic chemistry ; QD241-441
    Subject code 540
    Language English
    Publishing date 2017-09-01T00:00:00Z
    Publisher Beilstein-Institut
    Document type Article ; Online
    Database BASE - Bielefeld Academic Search Engine (life sciences selection)

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  3. Article: Mechanochemical synthesis of thioureas, ureas and guanidines.

    Štrukil, Vjekoslav

    Beilstein journal of organic chemistry

    2017  Volume 13, Page(s) 1828–1849

    Abstract: In this review, the recent progress in the synthesis of ureas, thioureas and guanidines by solid-state mechanochemical ball milling is highlighted. While the literature is abundant on their preparation in conventional solution environment, it was not ... ...

    Abstract In this review, the recent progress in the synthesis of ureas, thioureas and guanidines by solid-state mechanochemical ball milling is highlighted. While the literature is abundant on their preparation in conventional solution environment, it was not until the advent of solvent-free manual grinding using a mortar and pestle and automated ball milling that new synthetic opportunities have opened. The mechanochemical approach not only has enabled the quantitative synthesis of (thio)ureas and guanidines without using bulk solvents and the generation of byproducts, but it has also been established as a means to develop "click-type" chemistry for these classes of compounds and the concept of small molecule desymmetrization. Moreover, mechanochemistry has been demonstrated as an effective tool in reaction discovery, with emphasis on the reactivity differences in solution and in the solid state. These three classes of organic compounds share some structural features which are reflected in their physical and chemical properties, important for application as organocatalysts and sensors. On the other hand, the specific and unique nature of each of these functionalities render (thio)ureas and guanidines as the key constituents of pharmaceuticals and other biologically active compounds.
    Language English
    Publishing date 2017-09-01
    Publishing country Germany
    Document type Journal Article ; Review
    ZDB-ID 2192461-2
    ISSN 1860-5397
    ISSN 1860-5397
    DOI 10.3762/bjoc.13.178
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article: Mechanochemical Organic Synthesis: The Art of Making Chemistry Green

    Štrukil, Vjekoslav

    Synlett

    2018  Volume 29, Issue 10, Page(s) 1281–1288

    Abstract: Despite growing interest in mechanochemistry, its application in the organic-synthesis laboratory has still not reached the level of being commonplace. Inspired by this apparent underrepresentation of mechanochemical practice in the broad organic- ... ...

    Abstract Despite growing interest in mechanochemistry, its application in the organic-synthesis laboratory has still not reached the level of being commonplace. Inspired by this apparent underrepresentation of mechanochemical practice in the broad organic-chemistry community, this article aims to highlight some of the most interesting aspects of modern mechanosynthesis, with particular emphasis on the potential of mechanochemistry to allow reaction discovery and the development of novel synthetic approaches.
    Keywords mechanochemistry ; solvent-free reaction ; sulfonyl guanidines ; reactive intermediates ; photocatalysis
    Language English
    Publishing date 2018-01-02
    Publisher © Georg Thieme Verlag
    Publishing place Stuttgart ; New York
    Document type Article
    ZDB-ID 2042012-2
    ISSN 1437-2096 ; 0936-5214
    ISSN (online) 1437-2096
    ISSN 0936-5214
    DOI 10.1055/s-0036-1591868
    Database Thieme publisher's database

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  5. Article ; Online: Mechanochemically-assisted solid-state photocatalysis (MASSPC).

    Štrukil, Vjekoslav / Sajko, Igor

    Chemical communications (Cambridge, England)

    2017  Volume 53, Issue 65, Page(s) 9101–9104

    Abstract: In this proof-of-concept study, we demonstrate the first successful transfer of transition metal-free photocatalysis from the conventional solution environment into the solid state, which is enabled by simultaneous irradiation with visible light and ... ...

    Abstract In this proof-of-concept study, we demonstrate the first successful transfer of transition metal-free photocatalysis from the conventional solution environment into the solid state, which is enabled by simultaneous irradiation with visible light and mechanochemical ball milling.
    Language English
    Publishing date 2017-08-10
    Publishing country England
    Document type Journal Article
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/c7cc03510a
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  6. Article: Mechanochemically-assisted solid-state photocatalysis (MASSPC)

    Štrukil, Vjekoslav / Sajko, Igor

    Chemical communications. 2017 Aug. 10, v. 53, no. 65

    2017  

    Abstract: In this proof-of-concept study, we demonstrate the first successful transfer of transition metal-free photocatalysis from the conventional solution environment into the solid state, which is enabled by simultaneous irradiation with visible light and ... ...

    Abstract In this proof-of-concept study, we demonstrate the first successful transfer of transition metal-free photocatalysis from the conventional solution environment into the solid state, which is enabled by simultaneous irradiation with visible light and mechanochemical ball milling.
    Keywords chemical compounds ; irradiation ; light ; mechanochemistry ; milling ; photocatalysis
    Language English
    Dates of publication 2017-0810
    Size p. 9101-9104.
    Publishing place The Royal Society of Chemistry
    Document type Article
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/c7cc03510a
    Database NAL-Catalogue (AGRICOLA)

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  7. Article ; Online: Mechanochemical Catalytic Transfer Hydrogenation of Aromatic Nitro Derivatives

    Tomislav Portada / Davor Margetić / Vjekoslav Štrukil

    Molecules, Vol 23, Iss 12, p

    2018  Volume 3163

    Abstract: Mechanochemical ball milling catalytic transfer hydrogenation (CTH) of aromatic nitro compounds using readily available and cheap ammonium formate as the hydrogen source is demonstrated as a simple, facile and clean approach for the synthesis of ... ...

    Abstract Mechanochemical ball milling catalytic transfer hydrogenation (CTH) of aromatic nitro compounds using readily available and cheap ammonium formate as the hydrogen source is demonstrated as a simple, facile and clean approach for the synthesis of substituted anilines and selected pharmaceutically relevant compounds. The scope of mechanochemical CTH is broad, as the reduction conditions tolerate various functionalities, for example nitro, amino, hydroxy, carbonyl, amide, urea, amino acid and heterocyclic. The presented methodology was also successfully integrated with other types of chemical reactions previously carried out mechanochemically, such as amide bond formation by coupling amines with acyl chlorides or anhydrides and click-type coupling reactions between amines and iso(thio)cyanates. In this way, we showed that active pharmaceutical ingredients Procainamide and Paracetamol could be synthesized from the respective nitro-precursors on milligram and gram scale in excellent isolated yields.
    Keywords mechanochemistry ; catalytic transfer hydrogenation ; aromatic nitro derivatives ; ammonium formate ; aging ; ball milling ; synthesis ; Organic chemistry ; QD241-441
    Subject code 540
    Language English
    Publishing date 2018-11-01T00:00:00Z
    Publisher MDPI AG
    Document type Article ; Online
    Database BASE - Bielefeld Academic Search Engine (life sciences selection)

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  8. Article ; Online: Mechanochemical Catalytic Transfer Hydrogenation of Aromatic Nitro Derivatives.

    Portada, Tomislav / Margetić, Davor / Štrukil, Vjekoslav

    Molecules (Basel, Switzerland)

    2018  Volume 23, Issue 12

    Abstract: Mechanochemical ball milling catalytic transfer hydrogenation (CTH) of aromatic nitro compounds using readily available and cheap ammonium formate as the hydrogen source is demonstrated as a simple, facile and clean approach for the synthesis of ... ...

    Abstract Mechanochemical ball milling catalytic transfer hydrogenation (CTH) of aromatic nitro compounds using readily available and cheap ammonium formate as the hydrogen source is demonstrated as a simple, facile and clean approach for the synthesis of substituted anilines and selected pharmaceutically relevant compounds. The scope of mechanochemical CTH is broad, as the reduction conditions tolerate various functionalities, for example nitro, amino, hydroxy, carbonyl, amide, urea, amino acid and heterocyclic. The presented methodology was also successfully integrated with other types of chemical reactions previously carried out mechanochemically, such as amide bond formation by coupling amines with acyl chlorides or anhydrides and click-type coupling reactions between amines and iso(thio)cyanates. In this way, we showed that active pharmaceutical ingredients Procainamide and Paracetamol could be synthesized from the respective nitro-precursors on milligram and gram scale in excellent isolated yields.
    MeSH term(s) Aniline Compounds/chemistry ; Catalysis ; Hydrocarbons, Aromatic/chemistry ; Hydrogenation ; Nitro Compounds/chemistry ; Spectroscopy, Fourier Transform Infrared
    Chemical Substances Aniline Compounds ; Hydrocarbons, Aromatic ; Nitro Compounds
    Language English
    Publishing date 2018-11-30
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules23123163
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  9. Article ; Online: Mechanosynthesis of pharmaceutically relevant sulfonyl-(thio)ureas.

    Tan, Davin / Štrukil, Vjekoslav / Mottillo, Cristina / Friščić, Tomislav

    Chemical communications (Cambridge, England)

    2014  Volume 50, Issue 40, Page(s) 5248–5250

    Abstract: We demonstrate the first application of mechanochemistry to conduct the synthesis of sulfonyl-(thio)ureas, including known anti-diabetic drugs tolbutamide, chlorpropamide and glibenclamide, in good to excellent isolated yields by either stoichiometric ... ...

    Abstract We demonstrate the first application of mechanochemistry to conduct the synthesis of sulfonyl-(thio)ureas, including known anti-diabetic drugs tolbutamide, chlorpropamide and glibenclamide, in good to excellent isolated yields by either stoichiometric base-assisted or copper-catalysed coupling of sulfonamides and iso(thio)cyanates.
    MeSH term(s) Catalysis ; Chlorpropamide/chemical synthesis ; Copper/chemistry ; Glyburide/chemical synthesis ; Hypoglycemic Agents/chemical synthesis ; Isothiocyanates/chemistry ; Molecular Structure ; Sulfonamides/chemistry ; Tolbutamide/chemical synthesis
    Chemical Substances Hypoglycemic Agents ; Isothiocyanates ; Sulfonamides ; Copper (789U1901C5) ; Tolbutamide (982XCM1FOI) ; Glyburide (SX6K58TVWC) ; Chlorpropamide (WTM2C3IL2X)
    Language English
    Publishing date 2014-05-25
    Publishing country England
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/c3cc47905f
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  10. Article: Mechanosynthesis of pharmaceutically relevant sulfonyl-(thio)ureas

    Tan, Davin / Friščić, Tomislav / Mottillo, Cristina / Štrukil, Vjekoslav

    Chemical communications. 2014 Apr. 22, v. 50, no. 40

    2014  

    Abstract: We demonstrate the first application of mechanochemistry to conduct the synthesis of sulfonyl-(thio)ureas, including known anti-diabetic drugs tolbutamide, chlorpropamide and glibenclamide, in good to excellent isolated yields by either stoichiometric ... ...

    Abstract We demonstrate the first application of mechanochemistry to conduct the synthesis of sulfonyl-(thio)ureas, including known anti-diabetic drugs tolbutamide, chlorpropamide and glibenclamide, in good to excellent isolated yields by either stoichiometric base-assisted or copper-catalysed coupling of sulfonamides and iso(thio)cyanates.
    Keywords catalytic activity ; chemical reactions ; cyanates ; glibenclamide ; hypoglycemic agents ; mechanochemistry ; stoichiometry ; tolbutamide
    Language English
    Dates of publication 2014-0422
    Size p. 5248-5250.
    Publishing place The Royal Society of Chemistry
    Document type Article
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/c3cc47905f
    Database NAL-Catalogue (AGRICOLA)

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