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904937

Sigma-Aldrich

2,6-Bis(N-pyrazolyl)pyridine nickel (II) dichloride

≥95% anhydrous basis

Synonym(s):

(bpp)NiCl2

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About This Item

Empirical Formula (Hill Notation):
C11H9Cl2N5Ni
CAS Number:
2304667-33-0
Molecular Weight:
340.82
UNSPSC Code:
12352101
NACRES:
NA.22

Assay

≥95% anhydrous basis

form

powder or crystals

reaction suitability

core: nickel
reaction type: Cross Couplings
reagent type: catalyst

mp

107.9-132.4 °C (Decomp)

Related Categories

Application

2,6-Bis(N-pyrazolyl)pyridine nickel (II) dichloride ((bpp)NiCl2) is a Ni precatalyst that can be used in Negishi alkyl-alkyl cross-coupling, reductive cross-coupling of styrenyl aziridines, and dialkyl ether formation.

Other Notes

Nickel-Catalyzed Enantioselective Reductive Cross-Coupling of Styrenyl Aziridines

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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

904937-250MG:
904937-VAR:
904937-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCJ2564

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Brian P Woods et al.
Journal of the American Chemical Society, 139(16), 5688-5691 (2017-04-14)
A Ni-catalyzed reductive cross-coupling of styrenyl aziridines with aryl iodides is reported. This reaction proceeds by a stereoconvergent mechanism and is thus amenable to asymmetric catalysis using a chiral bioxazoline ligand for Ni. The process allows facile access to highly
Dialkyl Ether Formation by Nickel-Catalyzed Cross-Coupling of Acetals and Aryl Iodides.
Arendt KM and Doyle AG
Angewandte Chemie (International Edition in English), 54(34), 9876-9880 (2015)
Nickel-Catalyzed Negishi Cross-Couplings of Secondary Nucleophiles with Secondary Propargylic Electrophiles at Room Temperature.
Smith SW and Fu GC
Angewandte Chemie (International ed. in English), 47(48), 9334-9336 (2008)
Nickel-catalyzed enantioselective reductive cross-coupling of styrenyl aziridines.
Woods BP, et al.
Journal of the American Chemical Society, 139(16), 5688-5691 (2017)

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