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The Electron as a Catalyst

Publications

Radical Aryl Migration from Boron to Carbon

Author(s): Dinghai Wang, Christian Mück-Lichtenfeld, Constantin G. Daniliuc, Armido Studer
Published in: Journal of the American Chemical Society, 143/25, 2021, Page(s) 9320-9326, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.1c04217

Cooperative NHC and Photoredox Catalysis for the Synthesis of β‐Trifluoromethylated Alkyl Aryl Ketones

Author(s): Qing-Yuan Meng, Nadine Döben, Armido Studer
Published in: Angewandte Chemie International Edition, 2020, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202008040

Allylboronic Esters as Acceptors in Radical Addition, Boron 1,2-Migration, and Trapping Cascades

Author(s): Kalipada Jana, Armido Studer
Published in: Organic Letters, 2022, ISSN 1523-7060
Publisher: American Chemical Society
DOI: 10.1021/acs.orglett.2c00039

Preparation of α-Perfluoroalkyl Ketones from α,β-Unsaturated Ketones via Formal Hydroperfluoroalkylation

Author(s): Kalipada Jana, Isao Mizota, Armido Studer
Published in: Organic Letters, 23/4, 2021, Page(s) 1280-1284, ISSN 1523-7060
Publisher: American Chemical Society
DOI: 10.1021/acs.orglett.0c04260

Remote Site‐Selective Radical C(sp 3 )−H Monodeuteration of Amides using D 2 O

Author(s): Lin Wang, Yong Xia, Volker Derdau, Armido Studer
Published in: Angewandte Chemie International Edition, 2021, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202104254

Benzylic C−H acylation by cooperative NHC and photoredox catalysis

Author(s): Qing-Yuan Meng, Lena Lezius, Armido Studer
Published in: Nature Communications, 12/1, 2021, ISSN 2041-1723
Publisher: Nature Publishing Group
DOI: 10.1038/s41467-021-22292-z

Remote Radical Desaturation of Unactivated C−H Bonds in Amides

Author(s): Yong Xia, Kalipada Jana, Armido Studer
Published in: Chemistry – A European Journal, 2021, ISSN 0947-6539
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/chem.202103509

Synthesis of 1,3‐Bis‐(boryl)alkanes through Boronic Ester Induced Consecutive Double 1,2‐Migration

Author(s): Cai You, Armido Studer
Published in: Angewandte Chemie International Edition, 2020, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202007541

Cooperative NHC/Photoredox Catalyzed Ring‐Opening of Aryl Cyclopropanes to 1‐Aroyloxylated‐3‐Acylated Alkanes

Author(s): Zhijun Zuo, Constantin G. Daniliuc, Armido Studer
Published in: Angewandte Chemie International Edition, 2021, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202110304

Fe‐Catalyzed Anaerobic Mukaiyama‐Type Hydration of Alkenes using Nitroarenes

Author(s): Anup Bhunia, Klaus Bergander, Constantin Gabriel Daniliuc, Armido Studer
Published in: Angewandte Chemie International Edition, 2021, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202015740

Intramolecular Hydrogen Atom Transfer Induced 1,2-Migration of Boronate Complexes

Author(s): Dinghai Wang, Kalipada Jana, Armido Studer
Published in: Organic Letters, 2021, ISSN 1523-7060
Publisher: American Chemical Society
DOI: 10.1021/acs.orglett.1c01998

Aroyl Fluorides as Bifunctional Reagents for Dearomatizing Fluoroaroylation of Benzofurans

Author(s): Xiaoye Yu, Qing-Yuan Meng, Constantin G. Daniliuc, Armido Studer
Published in: Journal of the American Chemical Society, 143/25, 2022, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.2c01735

Alkene 1,2-Difunctionalization by Radical Alkenyl Migration

Author(s): Xinjun Tang, Armido Studer
Published in: Angewandte Chemie International Edition, 57/3, 2018, Page(s) 814-817, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201710397

Synthesis of α-Chiral Ketones and Chiral Alkanes Using Radical Polar Crossover Reactions of Vinyl Boron Ate Complexes

Author(s): Carolin Gerleve, Marvin Kischkewitz, Armido Studer
Published in: Angewandte Chemie International Edition, 57/9, 2018, Page(s) 2441-2444, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201711390

Transition Metal-Free 1,2-Carboboration of Unactivated Alkenes

Author(s): Ying Cheng, Christian Mück-Lichtenfeld, Armido Studer
Published in: Journal of the American Chemical Society, 140/20, 2018, Page(s) 6221-6225, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.8b03333

Radical-Polar Crossover Reactions of Dienylboronate Complexes: Synthesis of Functionalized Allylboronic Esters

Author(s): Marvin Kischkewitz, Carolin Gerleve, Armido Studer
Published in: Organic Letters, 20/12, 2018, Page(s) 3666-3669, ISSN 1523-7060
Publisher: American Chemical Society
DOI: 10.1021/acs.orglett.8b01459

Metal-Free Direct C−H Cyanation of Alkenes

Author(s): Xi Wang, Armido Studer
Published in: Angewandte Chemie International Edition, 2018, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201807303

Preparation of Alkyl Boronic Esters Using Radical-Polar Crossover Reactions of Vinylboron Ate Complexes

Author(s): Marvin Kischkewitz
Published in: Organic Syntheses, 95, 2018, Page(s) 205-217, ISSN 2333-3553
Publisher: American Chemical Society
DOI: 10.15227/orgsyn.095.0205

Metal-Free Radical Borylation of Alkyl and Aryl Iodides

Author(s): Ying Cheng, Christian Mück-Lichtenfeld, Armido Studer
Published in: Angewandte Chemie International Edition, 2018, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201810782

Photoinitiated Three-Component α-Perfluoroalkyl-β-heteroarylation of Unactivated Alkenes via Electron Catalysis

Author(s): Danqing Zheng, Armido Studer
Published in: Organic Letters, 21/1, 2018, Page(s) 325-329, ISSN 1523-7060
Publisher: American Chemical Society
DOI: 10.1021/acs.orglett.8b03849

Catalytic protodeboronation of pinacol boronic esters: formal anti-Markovnikov hydromethylation of alkenes

Author(s): Florian Clausen, Marvin Kischkewitz, Klaus Bergander, Armido Studer
Published in: Chemical Science, 2019, ISSN 2041-6520
Publisher: Royal Society of Chemistry
DOI: 10.1039/c9sc02067e

Deoxygenative Borylation of Secondary and Tertiary Alcohols

Author(s): Florian W. Friese, Armido Studer
Published in: Angewandte Chemie International Edition, 58/28, 2019, Page(s) 9561-9564, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201904028

New avenues for C−B bond formation via radical intermediates

Author(s): Florian W. Friese, Armido Studer
Published in: Chemical Science, 2019, ISSN 2041-6520
Publisher: Royal Society of Chemistry
DOI: 10.1039/c9sc03765a

Chemistry With N-Centered Radicals Generated by Single-Electron Transfer-Oxidation Using Photoredox Catalysis

Author(s): Heng Jiang, Armido Studer
Published in: CCS Chemistry, 2019, Page(s) 38-49, ISSN 2096-5745
Publisher: Chinese Chmeical Societyy Publishing
DOI: 10.31635/ccschem.019.20180026

Hydrogen Atom Transfer Induced Boron Retaining Coupling of Organoboronic Esters and Organolithium Reagents

Author(s): Dinghai Wang, Christian Mück-Lichtenfeld, Armido Studer
Published in: Journal of the American Chemical Society, 141/36, 2019, Page(s) 14126-14130, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.9b07960

Radical-polar crossover reactions of vinylboron ate complexes

Author(s): Marvin Kischkewitz, Kazuhiro Okamoto, Christian Mück-Lichtenfeld, Armido Studer
Published in: Science, 355/6328, 2017, Page(s) 936-938, ISSN 0036-8075
Publisher: American Association for the Advancement of Science
DOI: 10.1126/science.aal3803

Construction of Polycyclic γ-Lactams and Related Heterocycles via Electron Catalysis

Author(s): Jun Xuan, Constantin G. Daniliuc, Armido Studer
Published in: Organic Letters, 18/24, 2016, Page(s) 6372-6375, ISSN 1523-7060
Publisher: American Chemical Society
DOI: 10.1021/acs.orglett.6b03267

Electron-Catalyzed Fluoroalkylation of Vinyl Azides

Author(s): Emily G. Mackay, Armido Studer
Published in: Chemistry - A European Journal, 22/38, 2016, Page(s) 13455-13458, ISSN 0947-6539
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/chem.201602855

Radical perfluoroalkylation – easy access to 2-perfluoroalkylindol-3-imines via electron catalysis

Author(s): Dirk Leifert, Denis G. Artiukhin, Johannes Neugebauer, Anzhela Galstyan, Cristian Alejandro Strassert, Armido Studer
Published in: Chem. Commun., 52/35, 2016, Page(s) 5997-6000, ISSN 1359-7345
Publisher: Royal Society of Chemistry
DOI: 10.1039/C6CC02284G

Radical Cascade Cyclization: Reaction of 1,6-Enynes with Aryl Radicals by Electron Catalysis

Author(s): Jun Xuan, Dario Gonzalez-Abradelo, Cristian Alejandro Strassert, Constantin-Gabriel Daniliuc, Armido Studer
Published in: European Journal of Organic Chemistry, 2016/29, 2016, Page(s) 4961-4964, ISSN 1434-193X
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/ejoc.201601033

Intermolecular radical carboamination of alkenes

Author(s): Heng Jiang, Armido Studer
Published in: Chemical Society Reviews, 2020, ISSN 0306-0012
Publisher: Royal Society of Chemistry
DOI: 10.1039/c9cs00692c

Base-Promoted C–C Bond Activation Enables Radical Allylation with Homoallylic Alcohols

Author(s): Maximilian Lübbesmeyer, Emily G. Mackay, Mark A. R. Raycroft, Jonas Elfert, Derek A. Pratt, Armido Studer
Published in: Journal of the American Chemical Society, 142/5, 2020, Page(s) 2609-2616, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.9b12343

Regio- and Stereoselective Radical Perfluoroalkyltriflation of Alkynes Using Phenyl(perfluoroalkyl)iodonium Triflates

Author(s): Xi Wang, Armido Studer
Published in: Organic Letters, 19/11, 2017, Page(s) 2977-2980, ISSN 1523-7060
Publisher: American Chemical Society
DOI: 10.1021/acs.orglett.7b01215

Transition‐metal‐free Oxidative Cross‐Coupling of Tetraarylborates to Biaryls Using Organic Oxidants

Author(s): Carolin Gerleve, Armido Studer
Published in: Angewandte Chemie International Edition, 2020, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202002595

1, n -Bisborylalkanes via Radical Boron Migration

Author(s): Dinghai Wang, Christian Mück-Lichtenfeld, Armido Studer
Published in: Journal of the American Chemical Society, 142/20, 2020, Page(s) 9119-9123, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.0c03058

Iodine(III) Reagents in Radical Chemistry

Author(s): Xi Wang, Armido Studer
Published in: Accounts of Chemical Research, 50/7, 2017, Page(s) 1712-1724, ISSN 0001-4842
Publisher: American Chemical Society
DOI: 10.1021/acs.accounts.7b00148

Perfluoroalkylation of Aryl- N , N -dimethyl Hydrazones Using Hypervalent Iodine(III) Reagents or Perfluoroalkyl Iodides

Author(s): Benjamin Janhsen, Armido Studer
Published in: The Journal of Organic Chemistry, 82/22, 2017, Page(s) 11703-11710, ISSN 0022-3263
Publisher: American Chemical Society
DOI: 10.1021/acs.joc.7b00934

α-Perfluoroalkyl-β-alkynylation of alkenes via radical alkynyl migration

Author(s): Xinjun Tang, Armido Studer
Published in: Chem. Sci., 8/10, 2017, Page(s) 6888-6892, ISSN 2041-6520
Publisher: Royal Society of Chemistry
DOI: 10.1039/C7SC02175E

Radical Hydrodehalogenation of Aryl Bromides and Chlorides with Sodium Hydride and 1,4-Dioxane

Author(s): Tobias Hokamp, Abhishek Dewanji, Maximilian Lübbesmeyer, Christian Mück-Lichtenfeld, Ernst-Ulrich Würthwein, Armido Studer
Published in: Angewandte Chemie International Edition, 56/43, 2017, Page(s) 13275-13278, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201706534

1-Trifluoromethylisoquinolines from α-Benzylated Tosylmethyl Isocyanide Derivatives in a Modular Approach

Author(s): Lin Wang, Armido Studer
Published in: Organic Letters, 19/20, 2017, Page(s) 5701-5704, ISSN 1523-7060
Publisher: American Chemical Society
DOI: 10.1021/acs.orglett.7b02882

Oxindole Synthesis via Polar Radical Crossover of Ketene derived Amide Enolates in a Formal [3+2] Cycloaddition

Author(s): Niklas Radhoff, Armido Studer
Published in: Chemical Science, 2022, ISSN 2041-6520
Publisher: Royal Society of Chemistry
DOI: 10.1039/d1sc07134c

Three-component 1,2-carboamination of vinyl boronic esters via amidyl radical induced 1,2-migration

Author(s): Cai You, Armido Studer
Published in: Chemical Science, 2021, ISSN 2041-6520
Publisher: Royal Society of Chemistry
DOI: 10.1039/d1sc05811h

Regio‐ and Stereoselective 1,2‐Carboboration of Ynamides with Aryldichloroboranes

Author(s): Cai You, Mika Sakai, Constantin G. Daniliuc, Klaus Bergander, Shigehiro Yamaguchi, Armido Studer
Published in: Angewandte Chemie International Edition, 2021, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202107647

Three‐Component Aminoarylation of Electron‐Rich Alkenes by Merging Photoredox with Nickel Catalysis

Author(s): Heng Jiang, Xiaoye Yu, Constantin G. Daniliuc, Armido Studer
Published in: Angewandte Chemie International Edition, 60/26, 2021, Page(s) 14399-14404, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202101775

Functionalization of α‐C(sp 3 )−H Bonds in Amides Using Radical Translocating Arylating Groups

Author(s): Niklas Radhoff, Armido Studer
Published in: Angewandte Chemie International Edition, 60/7, 2021, Page(s) 3561-3565, ISSN 1433-7851
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/anie.202013275

Direct α-Acylation of Alkenes via N-Heterocyclic Carbene, Sulfinate, and Photoredox Cooperative Triple Catalysis

Author(s): Kun Liu, Armido Studer
Published in: Journal of the American Chemical Society, 143/13, 2021, Page(s) 4903-4909, ISSN 0002-7863
Publisher: American Chemical Society
DOI: 10.1021/jacs.1c01022

Datasets

CCDC 2058821: Experimental Crystal Structure Determination

Author(s): Jiang, Heng; Yu, Xiaoye; Daniliuc, Constantin G.; Studer, Armido
Published in: Cambridge Crystallographic Data Centre

CCDC 2078808: Experimental Crystal Structure Determination

Author(s): Wang, Dinghai; Mück-Lichtenfeld, Christian; Daniliuc, Constantin G.; Studer, Armido
Published in: Cambridge Crystallographic Data Centre

CCDC 2072391: Experimental Crystal Structure Determination

Author(s): Jiang, Heng; Yu, Xiaoye; Daniliuc, Constantin G.; Studer, Armido
Published in: Cambridge Crystallographic Data Centre

CCDC 1469822: Experimental Crystal Structure Determination

Author(s): Leifert, Dirk; Artiukhin, Denis G.; Neugebauer, Johannes; Galstyan, Anzhela; Strassert, Cristian Alejandro; Studer, Armido
Published in: Cambridge Crystallographic Data Centre

CCDC 1511072: Experimental Crystal Structure Determination

Author(s): Xuan, Jun; Daniliuc, Constantin G.; Studer, Armido
Published in: Cambridge Crystallographic Data Centre

CCDC 2010768: Experimental Crystal Structure Determination

Author(s): Bhunia, Anup; Bergander, Klaus; Daniliuc, Constantin Gabriel; Studer, Armido
Published in: Cambridge Crystallographic Data Centre

CCDC 2094400: Experimental Crystal Structure Determination

Author(s): Zuo, Zhijun; Daniliuc, Constantin G.; Studer, Armido
Published in: Cambridge Crystallographic Data Centre

CCDC 1965926: Experimental Crystal Structure Determination

Author(s): Bhunia, Anup; Bergander, Klaus; Daniliuc, Constantin Gabriel; Studer, Armido
Published in: Cambridge Crystallographic Data Centre

CCDC 2058822: Experimental Crystal Structure Determination

Author(s): Jiang, Heng; Yu, Xiaoye; Daniliuc, Constantin G.; Studer, Armido
Published in: Cambridge Crystallographic Data Centre

CCDC 2088018: Experimental Crystal Structure Determination

Author(s): You, Cai; Sakai, Mika; Daniliuc, Constantin G.; Bergander, Klaus; Yamaguchi, Shigehiro; Studer, Armido
Published in: Cambridge Crystallographic Data Centre

CCDC 2103493: Experimental Crystal Structure Determination

Author(s): Zheng, Danqing; Jana, Kalipada; Alasmary, Fatmah Ali; Daniliuc, Constantin G.; Studer, Armido
Published in: Cambridge Crystallographic Data Centre

CCDC 1495854: Experimental Crystal Structure Determination

Author(s): Xuan, Jun; Gonzalez-Abradelo, Dario; Strassert, Cristian Alejandro; Daniliuc, Constantin Gabriel; Studer, Armido
Published in: Cambridge Crystallographic Data Centre

CCDC 1495853: Experimental Crystal Structure Determination

Author(s): Xuan, Jun; Gonzalez-Abradelo, Dario; Strassert, Cristian Alejandro; Daniliuc, Constantin Gabriel; Studer, Armido
Published in: Cambridge Crystallographic Data Centre

CCDC 2088017: Experimental Crystal Structure Determination

Author(s): You, Cai; Sakai, Mika; Daniliuc, Constantin G.; Bergander, Klaus; Yamaguchi, Shigehiro; Studer, Armido
Published in: Cambridge Crystallographic Data Centre

CCDC 1965925: Experimental Crystal Structure Determination

Author(s): Bhunia, Anup; Bergander, Klaus; Daniliuc, Constantin Gabriel; Studer, Armido
Published in: Cambridge Crystallographic Data Centre