We report a simple protocol for the photochemical Giese addition of C(sp 3 )-centered radicals to a variety of electron-poor olefins. The chemistry does not require external photoredox catalysts. Instead, it harnesses the excited-state reactivity of 4-alkyl-1,4-dihydropyridines (4-alkyl-DHPs) to generate alkyl radicals. Crucial for reactivity is the use of a catalytic amount of Ni(bpy) 32+ (bpy=2,2′-bipyridyl), which acts as an electron mediator to facilitate the redox processes involving fleeting and highly reactive intermediates.

A Redox-Active Nickel Complex that Acts as an Electron Mediator in Photochemical Giese Reactions

Melchiorre P.
Ultimo
Supervision
2019

Abstract

We report a simple protocol for the photochemical Giese addition of C(sp 3 )-centered radicals to a variety of electron-poor olefins. The chemistry does not require external photoredox catalysts. Instead, it harnesses the excited-state reactivity of 4-alkyl-1,4-dihydropyridines (4-alkyl-DHPs) to generate alkyl radicals. Crucial for reactivity is the use of a catalytic amount of Ni(bpy) 32+ (bpy=2,2′-bipyridyl), which acts as an electron mediator to facilitate the redox processes involving fleeting and highly reactive intermediates.
2019
van Leeuwen T.; Buzzetti L.; Perego L.A.; Melchiorre P.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/898051
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