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907111

Sigma-Aldrich

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

Synonym(s):

(bpp)NiBr2

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About This Item

Empirical Formula (Hill Notation):
C11H9Br2N5Ni
CAS Number:
1132833-41-0
Molecular Weight:
429.72
MDL number:
MFCD32197459
UNSPSC Code:
12352101
NACRES:
NA.22

form

powder or crystals

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

mp

>300 °C

SMILES string

[Ni+].[Br-].Br.[n]3(nccc3)c1nc(ccc1)[n]2nccc2

InChI

1S/C11H9N5.2BrH.Ni/c1-4-10(15-8-2-6-12-15)14-11(5-1)16-9-3-7-13-16;;;/h1-9H;2*1H;/q;;;+1/p-1

InChI key

ZVPBBPDZLUQKSN-UHFFFAOYSA-M

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

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

907111-BULK:
907111-VAR:
907111-250MG:4548173362687

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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

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