912794
Ni(COD)(DQ)
≥95%
Synonym(s):
Bis(1,5-cyclooctadiene)(duroquinone) nickel(0)
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About This Item
Empirical Formula (Hill Notation):
C18H24NiO2
CAS Number:
Molecular Weight:
331.08
MDL number:
UNSPSC Code:
12352103
NACRES:
NA.22
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Quality Level
Assay
≥95%
form
powder
reaction suitability
reagent type: catalyst
reaction type: Cross Couplings
parameter
temperature stable
mp
227 °C (decomposition)
SMILES string
[Ni](C)C.O=C2C(=C(C(=O)C(=C2C)C)C)C.C1CCC\C=C/CC1
Application
Ni(COD)(DQ), as shown by the Engle lab, is an air- and thermally stable Ni(0) precatalyst. This 18-electron complex has a unique stability profile allowing for easy reaction setup outside an inert atmosphere. Transformations such as the Suzuki-Miyaura coupling, borylation of aryl halides, and alkene hydroarylation have been demonstrated.
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Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Carc. 2 - Skin Sens. 1 - STOT RE 1
Target Organs
Lungs
Storage Class Code
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Van T Tran et al.
Angewandte Chemie (International ed. in English) (2020-02-18)
We report that Ni(COD)(DQ) (COD=1,5-cyclooctadiene, DQ=duroquinone), an air-stable 18-electron complex originally described by Schrauzer in 1962, is a competent precatalyst for a variety of nickel-catalyzed synthetic methods from the literature. Due to its apparent stability, use of Ni(COD)(DQ) as a
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