A Free Radical Cyclization Catalyzed by Ruthenium Hydride Species

A photolytically generated ruthenium hydride species catalyzing a free radical cyclization reaction was developed. As the new methodology ensures reproducibility of the free radical reaction of trialkyltin hydrides and a fast hydrogen transfer to the radical intermediates, the methodology provides f...

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Bibliographic Details
Published in:Chemistry, an Asian journal an Asian journal, 2021-12, Vol.16 (23), p.3909-3913
Main Authors: Kim, Rira, Kwon, Kuktae, Lee, Hee‐Yoon
Format: Article
Language:English
Subjects:
cyclization
free radicals
photolysis
reaction control
Ru catalysis
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Summary:A photolytically generated ruthenium hydride species catalyzing a free radical cyclization reaction was developed. As the new methodology ensures reproducibility of the free radical reaction of trialkyltin hydrides and a fast hydrogen transfer to the radical intermediates, the methodology provides fast quenching of radical intermediates and thus suppresses rearrangement of radical intermediates before the hydride quench. By offering new reactivity and selectivity to the trialkyltin hydride mediated free radical cyclization reactions, the methodology will find wide range of applications in organic synthesis. A new trialkyltin hydride‐mediated free radical reaction catalyzed by a dimeric ruthenium compound in the presence of light was developed. The new reaction protocol is much more reliable than the conventional free radical reaction and provides a selectivity of product formation through fast quenching of the reaction by the ruthenium hydride species.
ISSN:1861-4728
1861-471X
DOI:10.1002/asia.202101023