Mechanochemical borylation of aryldiazonium salts; merging light and ball milling

Merging of photo- and mechanochemical activation permitted studying the role of eosin Y in the borylation of aryldiazonium salts in a ball mill. Simultaneous neat grinding/irradiation of the reactants and the photocatalyst led to the formation of boronates in a molten state. On the other hand, the c...

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Bibliographic Details
Published in:Beilstein journal of organic chemistry 2017-07, Vol.13 (1), p.1463-1469
Main Author: Hernández, José G
Format: Article
Language:English
Subjects:
aryldiazonium salts
borylation
Catalysts
Chemistry
eosin Y
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Light emitting diodes
mechanochemistry
photocatalysis
Photolysis
Radiation
Spectrum analysis
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Summary:Merging of photo- and mechanochemical activation permitted studying the role of eosin Y in the borylation of aryldiazonium salts in a ball mill. Simultaneous neat grinding/irradiation of the reactants and the photocatalyst led to the formation of boronates in a molten state. On the other hand, the catalyst-free liquid-assisted grinding/irradiation reaction also led to product formation, featuring a direct photolysis pathway facilitated by substrate-solvent charge-transfer complex formation.
ISSN:1860-5397
2195-951X
1860-5397
DOI:10.3762/bjoc.13.144