Dual Nickel/Photoredox-Catalyzed\nAryl Etherification\nEnabled by an Oxidative Near-Infrared-to-Blue Triplet–Triplet\nAnnihilation Upconversion System Leveraging Spin-Forbidden Excitation

Herein\nwe describe a near-infrared-to-blue triplet–triplet\nannihilation upconversion system that produces a highly oxidizing\nexcited state. The spin-forbidden excitation of the osmium sensitizer\nand thermally assisted triplet energy transfer to the anthracene annihilator\nenable an anti-Stokes shift of 1.25 V. This system is then applied\nto the dual nickel/photoredox-catalyzed cross-coupling of aryl halides\nand alcohols. Finally, we implicate upconversion as the promoter for\nreductive elimination of a nickel(II) aryl alkoxide complex.

Publication Details

Journal
Figshare
Published
2024-12-04
DOI
https://doi.org/10.1021/acscatal.4c06084.s001
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00
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article

Dual Nickel/Photoredox-Catalyzed\nAryl Etherification\nEnabled by an Oxidative Near-Infrared-to-Blue Triplet–Triplet\nAnnihilation Upconversion System Leveraging Spin-Forbidden Excitation

Figshare
Radical Photochemical Reactions
article

Dual Nickel/Photoredox-Catalyzed\nAryl Etherification\nEnabled by an Oxidative Near-Infrared-to-Blue Triplet–Triplet\nAnnihilation Upconversion System Leveraging Spin-Forbidden Excitation

article en

Abstract

Herein\nwe describe a near-infrared-to-blue triplet–triplet\nannihilation upconversion system that produces a highly oxidizing\nexcited state. The spin-forbidden excitation of the osmium sensitizer\nand thermally assisted triplet energy transfer to the anthracene annihilator\nenable an anti-Stokes shift of 1.25 V. This system is then applied\nto the dual nickel/photoredox-catalyzed cross-coupling of aryl halides\nand alcohols. Finally, we implicate upconversion as the promoter for\nreductive elimination of a nickel(II) aryl alkoxide complex.

Figshare
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Radical Photochemical Reactions
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