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  1. Article ; Online: Visible light-driven photocatalytic sulfonative oxidation of benzyl secondary amines.

    Lü, Yong-Xiang / Wang, Xin-Qian / Pan, Ying-Ming / Ablajan, Keyume

    Organic & biomolecular chemistry

    2024  Volume 22, Issue 19, Page(s) 3904–3909

    Abstract: A method for the α-oxidation and sulfonation of benzyl secondary amines was developed utilizing Ir(III) or Eosin Y as the photocatalyst in the presence of ... ...

    Abstract A method for the α-oxidation and sulfonation of benzyl secondary amines was developed utilizing Ir(III) or Eosin Y as the photocatalyst in the presence of O
    Language English
    Publishing date 2024-05-15
    Publishing country England
    Document type Journal Article
    ZDB-ID 2097583-1
    ISSN 1477-0539 ; 1477-0520
    ISSN (online) 1477-0539
    ISSN 1477-0520
    DOI 10.1039/d4ob00348a
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article: NHC-Mediated Photochemical/Electrochemical Synthesis of Carbonyl Compounds

    Yu, Hao-Ran / Pan, Ying-Ming / Cui, Fei-Hu / Tang, Hai-Tao

    Synthesis

    2024  Volume 56, Issue 11, Page(s) 1657–1676

    Abstract: Great progress has been made in the photochemical/electrochemical reactions of carbonyl compounds catalyzed by N-heterocyclic carbenes (NHCs), allowing for many incredible reactions. The form of active intermediates hugely varies in different reactions. ... ...

    Abstract Great progress has been made in the photochemical/electrochemical reactions of carbonyl compounds catalyzed by N-heterocyclic carbenes (NHCs), allowing for many incredible reactions. The form of active intermediates hugely varies in different reactions. Under light or electricity, different active intermediates can be generated during NHC-catalyzed reactions depending on their interaction with different substrates and the reaction conditions. Intermediates can be converted into α,β-unsaturated acylazoliums, Breslow intermediates, homoenolates, and acylazoliums and subsequently undergo single- or double-electron conversions. This study reviews the different active intermediates formed by NHC in photochemical/electrochemical catalysis. 1

    Introduction 2

    NHC-Mediated Photoreactions 3

    NHC-Mediated Electrochemical Reactions 4

    Conclusion and Prospects
    Keywords N-heterocyclic carbene ; photochemistry ; electrochemistry ; carbonyl compounds
    Language English
    Publishing date 2024-03-15
    Publisher Georg Thieme Verlag KG
    Publishing place Stuttgart ; New York
    Document type Article
    ZDB-ID 2033062-5
    ISSN 1437-210X ; 0039-7881
    ISSN (online) 1437-210X
    ISSN 0039-7881
    DOI 10.1055/a-2288-7553
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  3. Article ; Online: Electrocatalytic ring-opening dihydroalkoxylation of

    Zhang, Zhang / Wang, Ying-Chun / Tang, Hai-Tao / Pan, Ying-Ming / Meng, Xiu-Jin

    Organic & biomolecular chemistry

    2023  Volume 21, Issue 15, Page(s) 3177–3182

    Abstract: The electrocatalytic ring-opening dihydroalkoxylation ... ...

    Abstract The electrocatalytic ring-opening dihydroalkoxylation of
    Language English
    Publishing date 2023-04-12
    Publishing country England
    Document type Journal Article
    ZDB-ID 2097583-1
    ISSN 1477-0539 ; 1477-0520
    ISSN (online) 1477-0539
    ISSN 1477-0520
    DOI 10.1039/d3ob00178d
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article ; Online: CO

    Yang, Jiarui / Li, Wen-Hao / Tang, Hai-Tao / Pan, Ying-Ming / Wang, Dingsheng / Li, Yadong

    Nature

    2023  Volume 617, Issue 7961, Page(s) 519–523

    Abstract: During the chlor-alkali process, in operation since the nineteenth century, electrolysis of sodium chloride solutions generates chlorine and sodium hydroxide that are both important for chemical ... ...

    Abstract During the chlor-alkali process, in operation since the nineteenth century, electrolysis of sodium chloride solutions generates chlorine and sodium hydroxide that are both important for chemical manufacturing
    Language English
    Publishing date 2023-05-17
    Publishing country England
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 120714-3
    ISSN 1476-4687 ; 0028-0836
    ISSN (online) 1476-4687
    ISSN 0028-0836
    DOI 10.1038/s41586-023-05886-z
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

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    bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular
    Jg. 1995 - 2021: Lesesall (1.OG)
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    Zs.MG 9: Show issues
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  5. Article ; Online: Single-Atom Iron Catalyst as an Advanced Redox Mediator for Anodic Oxidation of Organic Electrosynthesis.

    Wang, Xin-Yu / Pan, Yong-Zhou / Yang, Jiarui / Li, Wen-Hao / Gan, Tao / Pan, Ying-Ming / Tang, Hai-Tao / Wang, Dingsheng

    Angewandte Chemie (International ed. in English)

    2024  , Page(s) e202404295

    Abstract: Homogeneous electrocatalysts can indirect oxidate the high overpotential substrates through single-electron transfer on the electrode surface, enabling efficient operation of organic electrosynthesis catalytic cycles. However, the problems of this ... ...

    Abstract Homogeneous electrocatalysts can indirect oxidate the high overpotential substrates through single-electron transfer on the electrode surface, enabling efficient operation of organic electrosynthesis catalytic cycles. However, the problems of this chemistry still exist such as high dosage, difficult recovery, and low catalytic efficiency. Single-atom catalysts (SACs) exhibit high atom utilization and excellent catalytic activity, hold great promise in addressing the limitations of homogeneous catalysts. In view of this, we have employed Fe-SA@NC as an advanced redox mediator to try to change this situation. Fe-SA@NC was synthesized using an encapsulation-pyrolysis method, and it demonstrated remarkable performance as a redox mediator in a range of reported organic electrosynthesis reactions, and enabling the construction of various C-C/C-X bonds. What's more, Fe-SA@NC demonstrated a great potential in exploring new synthetic method for organic electrosynthesis. We em-ployed it to develop a new electro-oxidative ring-opening transformation of cyclopropyl amides. In this new reaction system, Fe-SA@NC showed good tolerance to drug molecules with complex structures, as well as enabling flow electrochemical syntheses and gram-scale transformations. This work highlights the great potential of SACs in organic electrosynthesis, thereby opening a new avenue in synthetic chemistry.
    Language English
    Publishing date 2024-04-22
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.202404295
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  6. Article ; Online: Electrochemical Oxidative Difunctionalization of Diazo Compounds with Diselenides and Nucleophiles.

    Zhan, Lei / Tao, Yi-Chen / Gao, Lei / He, Mu-Xue / Pan, Ying-Ming / Zhang, Ye / Ma, Xian-Li / Mo, Zu-Yu

    Organic letters

    2024  Volume 26, Issue 19, Page(s) 4071–4076

    Abstract: An electrochemical oxidative difunctionalization of diazo compounds with diselenides and nucleophiles has been developed. This innovative approach yields a diverse array of selenium-containing pyrazole esters and alkoxy esters, overcoming the limitations ...

    Abstract An electrochemical oxidative difunctionalization of diazo compounds with diselenides and nucleophiles has been developed. This innovative approach yields a diverse array of selenium-containing pyrazole esters and alkoxy esters, overcoming the limitations of traditional synthesis methods. Remarkably, various nucleophiles, including acids, alcohols, and pyrazoles, can be seamlessly incorporated. Notably, this protocol boasts high atom efficiency, excellent functional group tolerance, and good efficiency and operates under transition metal- and oxidant-free conditions, distinguishing it in the field.
    Language English
    Publishing date 2024-05-02
    Publishing country United States
    Document type Journal Article
    ISSN 1523-7052
    ISSN (online) 1523-7052
    DOI 10.1021/acs.orglett.4c01074
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  7. Article: I2-Catalyzed Oxidative Acylation of Tertiary Amines via C–N Bond Cleavage

    Ge, Xin / Lei, Ping / Su, Qin / Pan, Ying-Ming / Ablajan, Keyume

    Synthesis

    2024  Volume 56, Issue 10, Page(s) 1601–1607

    Abstract: The development of catalysts for the amidation of tertiary amines with acyl chlorides through oxidative C–N bond cleavage is rather challenging. By employing iodine as the catalyst, a broad range of aromatic acyl chlorides and tertiary amines are ... ...

    Abstract The development of catalysts for the amidation of tertiary amines with acyl chlorides through oxidative C–N bond cleavage is rather challenging. By employing iodine as the catalyst, a broad range of aromatic acyl chlorides and tertiary amines are efficiently converted into amides in good yields under mild conditions. A plausible mechanistic pathway is proposed for this transformation and is supported by appropriate control experiments.
    Keywords amidation ; I ; catalysis ; C–N cleavage ; acyl chloride ; tertiary amine
    Language English
    Publishing date 2024-01-30
    Publisher Georg Thieme Verlag KG
    Publishing place Stuttgart ; New York
    Document type Article
    ZDB-ID 2033062-5
    ISSN 1437-210X ; 0039-7881
    ISSN (online) 1437-210X
    ISSN 0039-7881
    DOI 10.1055/a-2256-9837
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  8. Article ; Online: Halogen-mediated electrochemical organic synthesis.

    Tang, Hai-Tao / Jia, Jun-Song / Pan, Ying-Ming

    Organic & biomolecular chemistry

    2020  Volume 18, Issue 28, Page(s) 5315–5333

    Abstract: In general, halogenide anions are anodically oxidized into active species, which can be elemental halogen, halogen cations, or halogen radicals. These species subsequently react with substrates, such as olefins, ketones, or amines, to generate ... ...

    Abstract In general, halogenide anions are anodically oxidized into active species, which can be elemental halogen, halogen cations, or halogen radicals. These species subsequently react with substrates, such as olefins, ketones, or amines, to generate halogenated products. We review the mechanisms of these reactions.
    Language English
    Publishing date 2020-07-07
    Publishing country England
    Document type Journal Article ; Review ; Research Support, Non-U.S. Gov't
    ZDB-ID 2097583-1
    ISSN 1477-0539 ; 1477-0520
    ISSN (online) 1477-0539
    ISSN 1477-0520
    DOI 10.1039/d0ob01008a
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  9. Article ; Online: Copper-Metallized Porous N-Heterocyclic Carbene Ligand Polymer-Catalyzed Regio- and Stereoselective 1,2-Carboboration of Alkynes.

    Jia, Jun-Song / Luo, Jin-Rong / Li, Wen-Hao / Cui, Fei-Hu / Pan, Ying-Ming / Tang, Hai-Tao

    Advanced science (Weinheim, Baden-Wurttemberg, Germany)

    2023  Volume 11, Issue 7, Page(s) e2308238

    Abstract: Alkenylboronates are highly versatile building blocks and valuable reagents in the synthesis of complex molecules. Compared with that of monosubstituted alkenylboronates, the synthesis of multisubstituted alkenylboronates is challenging. The copper- ... ...

    Abstract Alkenylboronates are highly versatile building blocks and valuable reagents in the synthesis of complex molecules. Compared with that of monosubstituted alkenylboronates, the synthesis of multisubstituted alkenylboronates is challenging. The copper-catalyzed carboboration of alkynes is an operationally simple and straightforward method for synthesizing bis/trisubstituted alkenylboronates. In this work, a series of copper-metallized N-Heterocyclic Carbene (NHC) ligand porous polymer catalysts are designed and synthesized in accordance with the mechanism of carboboration. By using CuCl@POL-NHC-Ph as the optimal nanocatalyst, this study realizes the β-regio- and stereoselective (syn-addition) 1,2-carboboration of alkynes (regioselectivity up to >99:1) with satisfactory yields and a wide range of substrates. This work not only overcomes the selectivity of carboboration but also provides a new strategy for the design of nanocatalysts and their application in organic synthesis.
    Language English
    Publishing date 2023-12-08
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 2808093-2
    ISSN 2198-3844 ; 2198-3844
    ISSN (online) 2198-3844
    ISSN 2198-3844
    DOI 10.1002/advs.202308238
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  10. Article ; Online: Electrochemically Promoted Three-Component Reaction to

    Zhang, Zhang / Meng, Xiu-Jin / Cui, Fei-Hu / Tang, Hai-Tao / Wang, Ying-Chun / Huang, Guo-Bao / Pan, Ying-Ming

    Organic letters

    2023  Volume 26, Issue 1, Page(s) 193–197

    Abstract: In this study, a multicomponent reaction via the Mannich intermediate was developed using methanol, secondary amine, and sulfonamide as starting materials. This method uses methanol as a green C1 source. The substrate scope is wide, and the yield is good. ...

    Abstract In this study, a multicomponent reaction via the Mannich intermediate was developed using methanol, secondary amine, and sulfonamide as starting materials. This method uses methanol as a green C1 source. The substrate scope is wide, and the yield is good. The mechanistic study shows that methanol generates formaldehyde under electrochemical conditions, and sulfonyl amidine as a nucleophile reacts with Schiff base intermediates to form
    Language English
    Publishing date 2023-12-26
    Publishing country United States
    Document type Journal Article
    ISSN 1523-7052
    ISSN (online) 1523-7052
    DOI 10.1021/acs.orglett.3c03820
    Database MEDical Literature Analysis and Retrieval System OnLINE

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