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907111

Sigma-Aldrich

2,6-bis(N-pyrazolyl)pyridine nickel(II) bromide

Sinónimos:

(bpp)NiBr2

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About This Item

Fórmula empírica (notación de Hill):
C11H9Br2N5Ni
Número de CAS:
1132833-41-0
Peso molecular:
429.72
UNSPSC Code:
12352101
NACRES:
NA.22

form

powder or crystals

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

mp

>300 °C

Application

Precatalyst for alkyl-alkyl cross-coupling; reductive cross-coupling of styrenyl aziridines, dialkyl ether formation, reductive amination.

Other Notes

Ni-Catalyzed Carbon-Carbon Bond-Forming Reductive Amination

related product

Referencia del producto
Descripción
Precios

335363

[1,3-Bis(diphenylphosphino)propane]dichloronickel(II)

728551

Bis[(2-dimethylamino)phenyl]amine nickel(II) chloride, ≥97% (AT)

804398

[(TMEDA)Ni(o-tolyl)Cl], 95%

902993

(BPhen)Ni(OAc)2.xH2O

902985

(Bathocuproine)NiBr2

903000

[4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine] nickel (II) dichloride

903019

[4,4′-Dimethyl-2,2′-bipyridine]nickel(II) dichloride hydrate, ≥95%

904937

2,6-Bis(N-pyrazolyl)pyridine nickel (II) dichloride, ≥95% anhydrous basis

905070

[(TEEDA)Ni(o-tolyl)Cl], ≥95%

911984

(2,2′-Bipyridine)diiodonickel(II)

913014

[1,3-Bis(diphenylphosphino)propane]dibromonickel(II), ≥95%

913278

[1,2-Bis(diphenylphosphino)ethane]dibromonickel(II), ≥95%

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Christoph Heinz et al.
Journal of the American Chemical Society, 140(6), 2292-2300 (2018-01-18)
This report describes a three-component, Ni-catalyzed reductive coupling that enables the convergent synthesis of tertiary benzhydryl amines, which are challenging to access by traditional reductive amination methodologies. The reaction makes use of iminium ions generated in situ from the condensation

Contenido relacionado

Doyle Group – Professor Product Portal

Research in the Doyle group focuses on two areas: nucleophilic fluorination and nickel catalysis. The Doyle group has developed several reagents that advance these research areas. In fluorination, 2-pyridinesulfonyl fluoride (PyFluor) can be used for the mild deoxyfluorination of primary and secondary alcohols, a procedure which is normally accomplished by the sensitive reagent DAST. In nickel catalysis, the Doyle group has developed a modular, air-stable nickel precatalyst, [(TMEDA)Ni(o-tolyl)Cl], which has broad utility for a wide variety of reactions. This precatalyst can be used in place of Ni(cod)2, NiCl2, as well as other reported precatalysts. Doyle has also reported electron-deficient olefin ligands as a new class of ligand for accelerated reductive elimination. In particular, the sultam-derived ligand Fro-DO has been found to be critical for high yields in the cross-coupling of tertiary aziridines to form quaternary centers.

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