English
 
Help Privacy Policy Disclaimer
  Advanced SearchBrowse

Item

ITEM ACTIONSEXPORT

Released

Journal Article

Photoredox catalysis with aryl sulfonium salts enables site-selective late-stage fluorination

MPS-Authors
/persons/resource/persons201857

Li,  Jiakun
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

/persons/resource/persons214485

Chen,  Junting
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

/persons/resource/persons241779

Sang,  Ruocheng
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

/persons/resource/persons223061

Ham,  Won-Seok
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

/persons/resource/persons121731

Plutschack,  Matthew B.
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

/persons/resource/persons230059

Berger,  Florian
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

/persons/resource/persons198096

Ritter,  Tobias
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

External Resource
No external resources are shared
Fulltext (public)
There are no public fulltexts stored in PuRe
Supplementary Material (public)
There is no public supplementary material available
Citation

Li, J., Chen, J., Sang, R., Ham, W.-S., Plutschack, M. B., Berger, F., et al. (2020). Photoredox catalysis with aryl sulfonium salts enables site-selective late-stage fluorination. Nature Chemistry, 12(1), 56-62. doi:10.1038/s41557-019-0353-3.


Cite as: http://hdl.handle.net/21.11116/0000-0005-6939-6
Abstract
Photoredox catalysis, especially in combination with transition metal catalysis, can produce redox states of transition metal catalysts to facilitate challenging bond formations that are not readily accessible in conventional redox catalysis. For arene functionalization, metallophotoredox catalysis has successfully made use of the same leaving groups as those valuable in conventional cross-coupling catalysis, such as bromide. Yet the redox potentials of common photoredox catalysts are not sufficient to reduce most aryl bromides, so synthetically useful aryl radicals are often not directly available. Therefore, the development of a distinct leaving group more appropriately matched in redox potential could enable new reactivity manifolds for metallophotoredox catalysis, especially if arylcopper(iii) complexes are accessible, from which the most challenging bond-forming reactions can occur. Here we show the conceptual advantages of aryl thianthrenium salts for metallophotoredox catalysis, and their utility in site-selective late-stage aromatic fluorination.