Pyridyl Radical Cation for C−H Amination of Arenes | Zendy

Rössler Simon L. | Zendy; Jelier Benson J. | Zendy; Tripet Pascal F. | Zendy; Shemet Andrej | Zendy; Jeschke Gunnar | Zendy; Togni Antonio | Zendy; Carreira Erick M. | Zendy

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Pyridyl Radical Cation for C−H Amination of Arenes

Author(s) -

Rössler Simon L.,

Jelier Benson J.,

Tripet Pascal F.,

Shemet Andrej,

Jeschke Gunnar,

Togni Antonio,

Carreira Erick M.

Publication year - 2019

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201810261

Subject(s) - pyridinium , chemistry , reagent , adduct , amination , radical ion , photocatalysis , surface modification , cleavage (geology) , photochemistry , electron transfer , aryl , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , materials science , ion , alkyl , fracture (geology) , composite material

Electron‐transfer photocatalysis provides access to the elusive and unprecedented N ‐pyridyl radical cation from selected N‐substituted pyridinium reagents. The resulting C(sp 2 )−H functionalization of (hetero)arenes furnishes versatile intermediates for the development of valuable aminated aryl scaffolds. Mechanistic studies that include the first spectroscopic evidence of a spin‐trapped N ‐pyridyl radical adduct implicate SET‐triggered, pseudo‐mesolytic cleavage of the N−X pyridinium reagents mediated by visible light.

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