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Modular and Selective Arylation of Aryl Germanes (C−GeEt~3~) over C−Bpin, C−SiR~3~ and Halogens Enabled by Light‐Activated Gold Catalysis by Grant J. Sherborne; Avetik G. Gevondian; Ignacio Funes‐Ardoiz; Amit Dahiya; Christoph Fricke; Franziska Schoenebeck is a Chemistry article available to read on EtoBox.
What is Modular and Selective Arylation of Aryl Germanes (C−GeEt~3~) over C−Bpin, C−SiR~3~ and Halogens Enabled by Light‐Activated Gold Catalysis about?
## Abstract Selective C –C couplings are powerful strategies for the rapid and programmable construction of bi‐ or multiaryls. To this end, the next frontier of synthetic modularity will likely arise from harnessing the coupling space that is orthogonal to the powerful Pd‐catalyzed coupling regime. This report details the realization of this concept and presents the fully selective arylation of aryl germanes (which are inert under Pd^0^/Pd^II^ catalysis) in the presence of the valuable functionalities C−BPin, C−SiMe~3~, C−I, C−Br, C−Cl, which in turn offer versatile opportunities for diversification. The protocol makes use of visible light activation combined with gold catalysis, which facilitates the selective coupling of C−Ge with aryl diazonium salts. Contrary to previous light‐/gold‐catalyzed couplings of Ar–N~2~^+^, which were specialized in Ar–N~2~^+^ scope, we present conditions to efficiently couple electron‐rich, electron‐poor, heterocyclic and sterically hindered aryl diazonium salts. Our computational data suggest that while electron‐poor Ar–N~2~^+^ salts are readily activated by gold under blue‐light irradiation, there is a competing dissociative deactivation pathway fo
Who reads Modular and Selective Arylation of Aryl Germanes (C−GeEt~3~) over C−Bpin, C−SiR~3~ and Halogens Enabled by Light‐Activated Gold Catalysis?
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- Author
- Grant J. Sherborne; Avetik G. Gevondian; Ignacio Funes‐Ardoiz; Amit Dahiya; Christoph Fricke; Franziska Schoenebeck
- Publisher
- John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Ltd.; Wiley; Research Square (ISSN 0044-8249)
- Published
- 2020
- Language
- EN
- Field
- Chemistry (Physical Sciences)