728551
Bis[(2-dimethylamino)phenyl]amine nickel(II) chloride
≥97% (AT), lumps
Synonym(s):
Chloro[N2-[2-(dimethylamino-κN)phenyl]-N1,N1-dimethyl-1,2-benzenediaminato-κN1,κN2]-nickel, Nickamine
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About This Item
Empirical Formula (Hill Notation):
C16H20ClN3Ni
CAS Number:
Molecular Weight:
348.50
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22
MDL number:
Product Name
Bis[(2-dimethylamino)phenyl]amine nickel(II) chloride, ≥97% (AT)
Quality Level
assay
≥97% (AT)
form
lumps
reaction suitability
core: nickel, reagent type: catalyst
SMILES string
CN(C)c1ccccc1N([Ni]Cl)c2ccccc2N(C)C
InChI
1S/C16H20N3.ClH.Ni/c1-18(2)15-11-7-5-9-13(15)17-14-10-6-8-12-16(14)19(3)4;;/h5-12H,1-4H3;1H;/q-1;;+2/p-1
InChI key
IRLHVNUEEKJBEL-UHFFFAOYSA-M
Application
Catalyst for:
Reactant of pincer NN2 ligand leading to selective carbon-carbon bond formation
- Alkyl-alkyl Kumada coupling of secondary alkyl halides
- Direct alkylation of heterocyclic C-H bonds
- Sonogashira coupling of nonactivated alkyl halides
- Kumada-Corriu-Tamao coupling of nonactivated alkyl halides with aryl and heteroaryl nucleophiles
Reactant of pincer NN2 ligand leading to selective carbon-carbon bond formation
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
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Articles
Nickel complexes catalyze various synthetic reactions like oxidative addition, C-H activation, and cross-coupling.
Oleg Vechorkin et al.
Angewandte Chemie (International ed. in English), 48(16), 2937-2940 (2009-01-29)
Reacting in the 'Ni'ck of time: The title reaction is realized by using an isolated Ni(II) complex (1). The catalysis tolerates a wide range of important functional groups that are often incompatible with Grignard reagents in cross-coupling reactions.
Zsolt Csok et al.
Journal of the American Chemical Society, 130(26), 8156-8157 (2008-06-06)
A new pincer-type bis(amino)amine (NN2) ligand and its lithium and nickel complexes, including Ni(II) methyl, ethyl, and phenyl complexes, were synthesized. The Ni(II) alkyl complexes react cleanly with alkyl halides including chlorides to form C-C coupled products and Ni(II) halides.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 728551-100MG | 04061833240083 |
| 728551-500MG | 04061833240090 |