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HERO ID
6604404
Reference Type
Journal Article
Title
Bromine Cation Initiated vic-Diphosphination of Styrenes with Diphosphines under Photoredox Catalysis
Author(s)
Otomura, N; Okugawa, Y; Hirano, K; Miura, M; ,
Year
2018
Is Peer Reviewed?
1
Journal
Synthesis
ISSN:
0039-7881
EISSN:
1437-210X
Publisher
GEORG THIEME VERLAG KG
Location
STUTTGART
Page Numbers
3402-3407
DOI
10.1055/s-0037-1609447
Web of Science Id
WOS:000442306700012
Abstract
An N-bromosuccinimide (NBS)-initiated vic-diphosphination of styrenes with diphosphines proceeds under visible-light-promoted Ir(ppy) 3 photoredox catalysis to deliver the corresponding 1,2-diphosphinoethane derivatives in good yields. The NBS is a bromine cation source and generates a bromophosphine, which undergoes a single-electron reduction by the excited iridium species to form phosphinyl radicals of key species in the diphoshination reaction. The newly developed photoredox catalysis demonstrates better reaction efficiency, functional group compatibility, and scalability than the previous photocatalysis using N-fluorobenzenesulfonimide (NFSI) and silylphosphine.
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