Orange Light-Driven C(sp2)-C(sp3) Cross-Coupling via Spin-Forbidden Ir(III) Metallaphotoredox Catalysis

We report the development and characterization of a library of Ir(III) photocatalysts capable of undergoing spin-forbidden excitation (SFE) under orange light irradiation (595 nm). These catalysts were successfully applied to the construction of synthetically valuable C(sp(2))-C(sp(3)) bonds inacces...

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Vydáno v:Journal of the American Chemical Society Ročník 145; číslo 36; s. 19925 - 19931
Hlavní autoři: Xie, Katherine A., Bednarova, Eva, Joe, Candice L., Lin, Chenxi, Sherwood, Trevor C., Simmons, Eric M., Lainhart, Brendan C., Rovis, Tomislav
Médium: Journal Article
Jazyk:angličtina
Vydáno: WASHINGTON Amer Chemical Soc 13.09.2023
Témata:
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
RED
INFRARED LIGHT
IRIDIUM(III) COMPLEXES
GENERATION
RADICALS
PHOTOPHYSICAL PROPERTIES
PHOTOREDOX CATALYSIS
ISSN:0002-7863, 1520-5126, 1520-5126
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Shrnutí:We report the development and characterization of a library of Ir(III) photocatalysts capable of undergoing spin-forbidden excitation (SFE) under orange light irradiation (595 nm). These catalysts were successfully applied to the construction of synthetically valuable C(sp(2))-C(sp(3)) bonds inaccessible with existing methods of low-energy light-driven dual nickel/photoredox catalysis, demonstrating the synthetic utility of this photocatalyst family. The photocatalysts are capable of accessing both oxidatively and reductively activated coupling partners, illustrated through deaminative arylation and potassium alkyl trifluoroborate cross-coupling reactions with aryl halides. We demonstrate diverse substrate scopes of both cross-coupling paradigms under mild conditions in the first example of low-energy light-driven C(sp(2))-C(sp(3)) metallaphotoredox coupling.
Bibliografie:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0002-7863
1520-5126
1520-5126
DOI:10.1021/jacs.3c06285