Room Temperature CP Bond Formation Enabled by Merging Nickel Catalysis and Visible-Light-Induced Photoredox Catalysis

A novel and efficient CP bond formation reaction of diarylphosphine oxides with aryl iodides was achieved by combining nickel catalysis and visible‐light‐induced photoredox catalysis. This dual‐catalytic reaction showed a broad substrate scope, excellent functional group tolerance, and afforded the...

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Bibliographic Details
Published in:Chemistry : a European journal 2015-03, Vol.21 (13), p.4962-4965
Main Authors: Xuan, Jun, Zeng, Ting-Ting, Chen, Jia-Rong, Lu, Liang-Qiu, Xiao, Wen-Jing
Format: Article
Language:English
Subjects:
Aromatic compounds
Bonding
Catalysis
CP bond formation
dual catalysis
Iodides
Methodology
Nickel
Oxides
photochemistry
radicals
Tolerances
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Summary:A novel and efficient CP bond formation reaction of diarylphosphine oxides with aryl iodides was achieved by combining nickel catalysis and visible‐light‐induced photoredox catalysis. This dual‐catalytic reaction showed a broad substrate scope, excellent functional group tolerance, and afforded the corresponding products in good to excellent yields. Compared with the previously reported use of photoredox/nickel dual catalysis in the construction of CC bonds, the methodology described herein was observed to be the first to allow for C‐heteroatom bond formation. Dual catalysis: A novel and efficient CP bond formation reaction of diarylphosphine oxides with aryl iodides was achieved by combining nickel catalysis and visible‐light‐induced photoredox catalysis (see scheme). This dual‐catalytic reaction showed a broad substrate scope, excellent functional‐group tolerance, and afforded the corresponding products in good to excellent yields. Compared with previously reported photoredox/nickel dual catalytic systems, this methodology is the first to allow for Cheteroatom bond formation.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201500227