A Lewis Base Catalysis Approach for the Photoredox Activation of Boronic Acids and Esters

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Abstract: We report herein the use of a dual catalytic system comprising a Lewis base catalyst such as quinuclidin‐3‐ol or 4‐dimethylaminopyridine and a photoredox catalyst to generate carbon radicals from either boronic acids or esters. This system enabled a wide range of alkyl boronic esters and aryl or alkyl boronic acids to react with electron‐deficient olefins via radical addition to efficiently form C−C coupled products in a redox‐neutral fashion. The Lewis base catalyst was shown to form a redox‐active complex with either the boronic esters or the trimeric form of the boronic acids (boroxines) in solution.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: A Lewis Base Catalysis Approach for the Photoredox Activation of Boronic Acids and Esters ; volume:56 ; number:47 ; year:2017 ; pages:15136-15140 ; extent:5
Angewandte Chemie / International edition. International edition ; 56, Heft 47 (2017), 15136-15140 (gesamt 5)

Creator: Lima, Fabio
Sharma, Upendra K.
Grunenberg, Lars
Saha, Debasmita
Johannsen, Sandra
Sedelmeier, Joerg
Van der Eycken, Erik V.
Ley, Steven V.

DOI: 10.1002/anie.201709690

URN: urn:nbn:de:101:1-2022091806291148679280

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 15.08.2025, 7:26 AM CEST

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Associated

Lima, Fabio
Sharma, Upendra K.
Grunenberg, Lars
Saha, Debasmita
Johannsen, Sandra
Sedelmeier, Joerg
Van der Eycken, Erik V.
Ley, Steven V.

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Photoredox‐Mediated Deoxygenative Radical Additions of Aromatic Acids to Vinyl Boronic Esters and gem ‐Diborylalkenes **

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Stereodivergent Olefination of Enantioenriched Boronic Esters

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