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Merck
CN

728551

Sigma-Aldrich

双[(2-二甲氨基)苯基]胺氯化镍(II)

≥97% (AT)

别名:

Nickamine, 氯[N2-[2-(二甲氨基-κN)苯基]-N1,N1-二甲基-1,2-苯二胺-κN1N2]-镍

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About This Item

经验公式(希尔记法):
C16H20ClN3Ni
分子量:
348.50
MDL编号:
UNSPSC代码:
12161600
PubChem化学物质编号:
NACRES:
NA.22

检测方案

≥97% (AT)

形式

lumps

反应适用性

core: nickel
reagent type: catalyst

SMILES字符串

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

应用

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

包装

Bottomless glass bottle. Contents are inside inserted fused cone.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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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.

商品

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

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