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728551

Bis[(2-dimethylamino)phenyl]amine nickel(II) chloride

Name: Bis[(2-dimethylamino)phenyl]amine nickel(II) chloride
Brand: ALDRICH

≥97% (AT), lumps

Synonyme(s) :

Chloro[N²-[2-(dimethylamino-κN)phenyl]-N¹,N¹-dimethyl-1,2-benzenediaminato-κN¹,κN²]-nickel, Nickamine

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A propos de cet article

Formule empirique (notation de Hill) :

C₁₆H₂₀ClN₃Ni

Numéro CAS:

1033772-47-2

Poids moléculaire :

348.50

UNSPSC Code:

12161600

PubChem Substance ID:

329764408

NACRES:

NA.22

MDL number:

MFCD17015253

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Propriétés

Nom du produit

Bis[(2-dimethylamino)phenyl]amine nickel(II) chloride, ≥97% (AT)

Quality Level

200

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

Description

Application

Catalyst for:

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.

Classe de stockage

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

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Articles

Nickel-based Catalysts

Nickel complexes catalyze various synthetic reactions like oxidative addition, C-H activation, and cross-coupling.

Nickel-catalyzed cross-coupling of non-activated and functionalized alkyl halides with alkyl Grignard reagents.

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.

Nickel complexes of a pincer NN2 ligand: multiple carbon-chloride activation of CH2Cl2 and CHCl3 leads to selective carbon-carbon bond formation.

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.

Numéro d'article de commerce international

Référence	GTIN
728551-100MG	04061833240083
728551-500MG	04061833240090