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913154

Sigma-Aldrich

1,10-Phenanthroline nickel (ll) dibromide

Synonym(s):

(phen)NiBr2

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About This Item

Empirical Formula (Hill Notation):
C12H8Br2N2Ni
CAS Number:
48165-50-0
Molecular Weight:
398.71
UNSPSC Code:
12352200
NACRES:
NA.22

form

powder

Quality Level

100

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

SMILES string

Br[Ni]1(Br)[N]2=CC=CC3=C2C([N]1=CC=C4)=C4C=C3

Application

1,10-Phenanthroline nickel (ll) dibromide is a Ni precatalyst used for a variety of cross-coupling reactions, including N-alkylation of amides and arylation of alcohols.

Other Notes

Selective Hydrogen Atom Abstraction through Induced Bond Polarization: Direct α-Arylation of Alcohols through Photoredox, HAT, and Nickel Catalysis

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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Jack Twilton et al.
Angewandte Chemie (International ed. in English), 57(19), 5369-5373 (2018-03-01)
The combination of nickel metallaphotoredox catalysis, hydrogen atom transfer catalysis, and a Lewis acid activation mode, has led to the development of an arylation method for the selective functionalization of alcohol α-hydroxy C-H bonds. This approach employs zinc-mediated alcohol deprotonation

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