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911984

Sigma-Aldrich

(2,2′-Bipyridine)diiodonickel(II)

Synonym(s):

(bpy)NiI2

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About This Item

Empirical Formula (Hill Notation):
C10H8I2N2Ni
CAS Number:
59448-25-8
Molecular Weight:
468.69
UNSPSC Code:
12352101
NACRES:
NA.22

form

powder or crystals

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

mp

>300 °C

Application

(2,2′-Bipyridine)diiodonickel(II) is a catalyst for the cross-electrophile coupling of vinyl halides and alkyl halides.

Other Notes

Synthesis of Tetrasubstituted Alkenes by Tandem Metallacycle Formation/Cross-Electrophile Coupling

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Muta. 2 - Repr. 2 - Resp. Sens. 1 - Skin Sens. 1 - STOT RE 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Kirk W Shimkin et al.
Journal of the American Chemical Society, 140(23), 7074-7078 (2018-05-26)
Nickel-catalyzed cross-electrophile couplings have recently emerged as highly effective and practical methods for the formation of C-C bonds. By merging this process with well-established π-π coupling chemistry, a new method for the synthesis of tetrasubstituted alkenes has been developed. The

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