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  1. Book ; Online: Organophosphorus Chemistry 2018

    Keglevich, György

    2020  

    Abstract: Organophosphorus chemistry is an important discipline within organic chemistry. Phosphorus compounds, such as phosphines, trialkyl phosphites, phosphine oxides (chalcogenides), phosphonates, phosphinates and >P(O)H species, et cetera, may be important ... ...

    Abstract Organophosphorus chemistry is an important discipline within organic chemistry. Phosphorus compounds, such as phosphines, trialkyl phosphites, phosphine oxides (chalcogenides), phosphonates, phosphinates and >P(O)H species, et cetera, may be important starting materials or intermediates in syntheses. Let us mention the Wittig reaction and the related transformations, the Arbuzov- and the Pudovik reactions, the Kabachnik-Fields condensation, the Hirao reaction, the Mitsunobu reaction, et cetera Other reactions, e.g., homogeneous catalytic transformations or C-C coupling reactions involve P-ligands in transition metal (Pt, Pd, et cetera) complex catalysts. The synthesis of chiral organophosphorus compounds means a continuous challenge. Methods have been elaborated for the resolution of tertiary phosphine oxides and for stereoselective organophosphorus transformations. P-heterocyclic compounds, including aromatic and bridged derivatives, P-functionalized macrocycles, dendrimers and low coordinated P-fragments, are also of interest. An important segment of organophosphorus chemistry is the pool of biologically-active compounds that are searched and used as drugs, or as plant-protecting agents. The natural analogue of P-compounds may also be mentioned. Many new phosphine oxides, phosphinates, phosphonates and phosphoric esters have been described, which may find application on a broad scale. Phase transfer catalysis, ionic liquids and detergents also have connections to phosphorus chemistry. Green chemical aspects of organophosphorus chemistry (e.g., microwave-assisted syntheses, solvent-free accomplishments, optimizations, and atom-efficient syntheses) represent a dynamically developing field. Last, but not least, theoretical approaches and computational chemistry are also a strong sub-discipline within organophosphorus chemistry
    Keywords Science (General) ; Chemistry ; Organic chemistry
    Size 1 electronic resource (601 pages)
    Publisher MDPI - Multidisciplinary Digital Publishing Institute
    Document type Book ; Online
    Note English ; Open Access
    HBZ-ID HT020480895
    ISBN 9783039282364 ; 9783039282371 ; 3039282360 ; 3039282379
    DOI 10.3390/books978-3-03928-237-1
    Database ZB MED Catalogue: Medicine, Health, Nutrition, Environment, Agriculture

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  2. Article: Organophosphorus chemistry: from model to application.

    Keglevich, György

    Beilstein journal of organic chemistry

    2023  Volume 19, Page(s) 89–90

    Language English
    Publishing date 2023-01-25
    Publishing country Germany
    Document type Editorial
    ZDB-ID 2192461-2
    ISSN 1860-5397
    ISSN 1860-5397
    DOI 10.3762/bjoc.19.8
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article ; Online: Microwaves as "Co-Catalysts" or as Substitute for Catalysts in Organophosphorus Chemistry.

    Keglevich, György

    Molecules (Basel, Switzerland)

    2021  Volume 26, Issue 4

    Abstract: The purpose of this review is to summarize the importance of microwave (MW) irradiation as a kind of catalyst in organophosphorus chemistry. Slow or reluctant reactions, such as the Diels-Alder cycloaddition or an inverse-Wittig type reaction, may be ... ...

    Abstract The purpose of this review is to summarize the importance of microwave (MW) irradiation as a kind of catalyst in organophosphorus chemistry. Slow or reluctant reactions, such as the Diels-Alder cycloaddition or an inverse-Wittig type reaction, may be performed efficiently under MW irradiation. The direct esterification of phosphinic and phosphonic acids, which is practically impossible on conventional heating, may be realized under MW conditions. Ionic liquid additives may promote further esterifications. The opposite reaction, the hydrolysis of P-esters, has also relevance among the MW-assisted transformations. A typical case is when the catalysts are substituted by MWs, which is exemplified by the reduction of phosphine oxides, and by the Kabachnik-Fields condensation affording α-aminophosphonic derivatives. Finally, the Hirao P-C coupling reaction may serve as an example, when the catalyst may be simplified under MW conditions. All of the examples discussed fulfill the expectations of green chemistry.
    MeSH term(s) Catalysis ; Ionic Liquids/chemistry ; Microwaves ; Molecular Structure ; Organophosphorus Compounds/chemical synthesis ; Organophosphorus Compounds/chemistry
    Chemical Substances Ionic Liquids ; Organophosphorus Compounds
    Language English
    Publishing date 2021-02-23
    Publishing country Switzerland
    Document type Journal Article ; Review
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules26041196
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    Zs.MO 81: Show issues

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  4. Article ; Online: The Last Decade of Optically Active α-Aminophosphonates.

    Varga, Petra R / Keglevich, György

    Molecules (Basel, Switzerland)

    2023  Volume 28, Issue 16

    Abstract: α-Aminophosphonates and related compounds are important due to their real and potential biological activity. α-Aminophosphonates may be prepared by the Kabachnik-Fields condensation of oxo compounds, amines and dialkyl phosphites, or by the aza-Pudovik ... ...

    Abstract α-Aminophosphonates and related compounds are important due to their real and potential biological activity. α-Aminophosphonates may be prepared by the Kabachnik-Fields condensation of oxo compounds, amines and dialkyl phosphites, or by the aza-Pudovik addition of the same P-reagents to imines. In this review, the methods that allow for the synthesis of α-aminophosphonates with optical activity are surveyed. On the one hand, optically active catalysts or ligands may induce enantioselectivity during the Kabachnik-Fields reaction. On the other hand, asymmetric catalysis during the aza-Pudovik reaction, or hydrogenations of iminophosphonates, may prove to be a useful tool. Lastly yet importantly, it is possible to start from optically active reagents that may be associated with diastereoselectivity. The "green" aspects of the different syntheses are also considered.
    Language English
    Publishing date 2023-08-20
    Publishing country Switzerland
    Document type Journal Article ; Review
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules28166150
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    Zs.MO 81: Show issues

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  5. Article ; Online: MW-assisted hydrolysis of phosphinates in the presence of PTSA as the catalyst, and as a MW absorber

    Harsági Nikoletta / Keglevich György

    Green Processing and Synthesis, Vol 11, Iss 1, Pp 176-

    2022  Volume 183

    Keywords phosphinate derivatives ; acidic hydrolysis ; mw absorber ; kinetics ; flow accomplishment ; Chemistry ; QD1-999
    Language English
    Publishing date 2022-02-01T00:00:00Z
    Publisher De Gruyter
    Document type Article ; Online
    Database BASE - Bielefeld Academic Search Engine (life sciences selection)

    Full text online

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  6. Article ; Online: The Impact of Microwaves on Organophosphorus Chemistry.

    Keglevich, György

    Chemical record (New York, N.Y.)

    2018  Volume 19, Issue 1, Page(s) 65–76

    Abstract: A personal account on the pioneering results on microwave (MW)-assisted organophosphorus syntheses obtained in the last decade is presented. The broad spectrum of the reactions studied exemplifies the advantages of the MW technique as a green tool ... ...

    Abstract A personal account on the pioneering results on microwave (MW)-assisted organophosphorus syntheses obtained in the last decade is presented. The broad spectrum of the reactions studied exemplifies the advantages of the MW technique as a green tool regarding efficiency and the simplification of catalyst systems. Theoretical calculations for a few typical models helped us to explore the scope and limitations of the application of MW irradiation.
    Language English
    Publishing date 2018-04-24
    Publishing country United States
    Document type Journal Article ; Review
    ZDB-ID 2044646-9
    ISSN 1528-0691 ; 1527-8999
    ISSN (online) 1528-0691
    ISSN 1527-8999
    DOI 10.1002/tcr.201800006
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  7. Book ; Online: Organophosphorus Chemistry 2018

    Keglevich, György

    2020  

    Abstract: Organophosphorus chemistry is an important discipline within organic chemistry. Phosphorus compounds, such as phosphines, trialkyl phosphites, phosphine oxides (chalcogenides), phosphonates, phosphinates and >P(O)H species, etc., may be important ... ...

    Abstract Organophosphorus chemistry is an important discipline within organic chemistry. Phosphorus compounds, such as phosphines, trialkyl phosphites, phosphine oxides (chalcogenides), phosphonates, phosphinates and >P(O)H species, etc., may be important starting materials or intermediates in syntheses. Let us mention the Wittig reaction and the related transformations, the Arbuzov- and the Pudovik reactions, the Kabachnik–Fields condensation, the Hirao reaction, the Mitsunobu reaction, etc. Other reactions, e.g., homogeneous catalytic transformations or C-C coupling reactions involve P-ligands in transition metal (Pt, Pd, etc.) complex catalysts. The synthesis of chiral organophosphorus compounds means a continuous challenge. Methods have been elaborated for the resolution of tertiary phosphine oxides and for stereoselective organophosphorus transformations. P-heterocyclic compounds, including aromatic and bridged derivatives, P-functionalized macrocycles, dendrimers and low coordinated P-fragments, are also of interest. An important segment of organophosphorus chemistry is the pool of biologically-active compounds that are searched and used as drugs, or as plant-protecting agents. The natural analogue of P-compounds may also be mentioned. Many new phosphine oxides, phosphinates, phosphonates and phosphoric esters have been described, which may find application on a broad scale. Phase transfer catalysis, ionic liquids and detergents also have connections to phosphorus chemistry. Green chemical aspects of organophosphorus chemistry (e.g., microwave-assisted syntheses, solvent-free accomplishments, optimizations, and atom-efficient syntheses) represent a dynamically developing field. Last, but not least, theoretical approaches and computational chemistry are also a strong sub-discipline within organophosphorus chemistry.
    Keywords amino acids ; aminophosphonic acids ; 1-aminoalkylphosphonic acids ; 1-(acylamino)alkylphosphonic acids ; 31P NMR spectra of intermediates ; hydrolytic deacylation ; synergy ; 1,3-azaphospholes ; Diels-Alder reaction ; electrophilic substitution ; DFT calculations ; ?-hydroxyphosphonate ; Pudovik reaction ; O-derivatization ; oxidation ; substitution ; rearrangement ; hydrolysis ; dialkyl H-phosphonates ; alcoholysis ; transesterification ; microwave ; continuous flow reactor ; organophosphorus chemistry ; phosphonium salts ; ?-amidoalkylating agents ; N-acyliminium cation ; N-acylimine ; diphosphines ; electronic parameters ; DFT ; QTAIM ; triple-decker ; cyclo-P5 ; weakly coordinating ; molybdenum ; silver ; copper ; bis(phosphane) palladium complex ; metallacycle ; NORPHOS ; allylic alkylation ; asymmetric catalysis ; chiral phosphines ; C-H bond activation ; polycyclic compounds ; stereoselective synthesis ; phosphonic acids ; phosphonocarboxylic acids ; NMR-controlled titration ; dissociation constants ; stability constants ; dynamic and specific NMR parameters ; phosphorylation ; dinucleotides ; mechanochemistry ; dry eye syndrome ; diquafosol ; denufosol
    Subject code 540
    Language English
    Publisher MDPI - Multidisciplinary Digital Publishing Institute
    Document type Book ; Online
    Database BASE - Bielefeld Academic Search Engine (life sciences selection)

    Full text online

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  8. Article ; Online: Microwave-Assisted Palladium Acetate-Catalyzed C-P Cross-Coupling of Arylboronic Acids and >P(O)H Reagents in the Absence of the Usual Mono- and Bidentate P-Ligands: Mechanistic Insights.

    Huszár, Bianka / Mucsi, Zoltán / Keglevich, György

    The Journal of organic chemistry

    2023  Volume 88, Issue 16, Page(s) 11980–11991

    Abstract: A less-studied halogen-free variation of the Hirao reaction involving the coupling of arylboronic acids with >P(O)H reagents, such as diarylphosphine oxides, diethyl phosphite, and ethyl phenyl- ...

    Abstract A less-studied halogen-free variation of the Hirao reaction involving the coupling of arylboronic acids with >P(O)H reagents, such as diarylphosphine oxides, diethyl phosphite, and ethyl phenyl-
    Language English
    Publishing date 2023-08-09
    Publishing country United States
    Document type Journal Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.3c01269
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

    Zs.A 4473: Show issues Location:
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    bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular
    Jg. 1995 - 2021: Lesesall (2.OG)
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  9. Article ; Online: Synthesis of α-Aminophosphonates and Related Derivatives; the Last Decade of the Kabachnik-Fields Reaction.

    Varga, Petra R / Keglevich, György

    Molecules (Basel, Switzerland)

    2021  Volume 26, Issue 9

    Abstract: The Kabachnik-Fields reaction, comprising the condensation of an amine, oxo compound and a P-reagent (generally a >P(O)H species or trialkyl phosphite), still attracts interest due to the challenging synthetic procedures and the potential biological ... ...

    Abstract The Kabachnik-Fields reaction, comprising the condensation of an amine, oxo compound and a P-reagent (generally a >P(O)H species or trialkyl phosphite), still attracts interest due to the challenging synthetic procedures and the potential biological activity of the resulting α-aminophosphonic derivatives. Following the success of the first part (
    Language English
    Publishing date 2021-04-25
    Publishing country Switzerland
    Document type Journal Article ; Review
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules26092511
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

    Zs.MO 81: Show issues

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  10. Article ; Online: The Hydrolysis of Phosphinates and Phosphonates: A Review.

    Harsági, Nikoletta / Keglevich, György

    Molecules (Basel, Switzerland)

    2021  Volume 26, Issue 10

    Abstract: Phosphinic and phosphonic acids are useful intermediates and biologically active compounds which may be prepared from their esters, phosphinates and phosphonates, respectively, by hydrolysis or dealkylation. The hydrolysis may take place both under ... ...

    Abstract Phosphinic and phosphonic acids are useful intermediates and biologically active compounds which may be prepared from their esters, phosphinates and phosphonates, respectively, by hydrolysis or dealkylation. The hydrolysis may take place both under acidic and basic conditions, but the C-O bond may also be cleaved by trimethylsilyl halides. The hydrolysis of
    Language English
    Publishing date 2021-05-11
    Publishing country Switzerland
    Document type Journal Article ; Review
    ZDB-ID 1413402-0
    ISSN 1420-3049 ; 1431-5165 ; 1420-3049
    ISSN (online) 1420-3049
    ISSN 1431-5165 ; 1420-3049
    DOI 10.3390/molecules26102840
    Database MEDical Literature Analysis and Retrieval System OnLINE

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