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901742

Sigma-Aldrich

Dimethyl[(1-pyrrolidinyl)phenyl]-amine nickel(II) chloride

≥95%

Synonym(s):

(PyrNMeNN)Ni-Cl, (SP-4-4)-Chloro[N1,N1-dimethyl-N2-[2-(1-pyrrolidinyl-κN)phenyl]-1,2-benzenediaminato-κN1,κN2]nickel, Second-generation Nickamine

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About This Item

Empirical Formula (Hill Notation):
C18H22ClN3Ni
Molecular Weight:
374.53
UNSPSC Code:
12352101

Assay

≥95%

form

powder or crystals

reaction suitability

core: nickel
reagent type: catalyst

SMILES string

CN(C)C1=C(C=CC=C1)NC2=CC=CC=C2N3CCCC3.[Ni].Cl

Application

As reported by Xile Hu′s lab, this nickel(II) pincer complex is an improvement from the first-generation Nickamine as an efficient Ni catalyst for Kumada and Suzuki-Miyaura cross-coupling of both nonactivated primary and secondary alkyl halides.

Other Notes

From Dimethylamine to Pyrrolidine: The Development of an Improved Nickel Pincer Complex for Cross-Coupling of Nonactivated Secondary Alkyl Halides

A Structure-Activity Study of Nickel NNN Pincer Complexes for Alkyl-Alkyl Kumada and Suzuki-Miyaura Coupling Reactions

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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From Dimethylamine to Pyrrolidine: The Development of an Improved Nickel Pincer Complex for Cross-Coupling of Nonactivated Secondary Alkyl Halides.
Garcia PMP, et al.
ACS Catalysis, 6 (1), 258-261 (2016)
A Structure-Activity Study of Nickel NNN Pincer Complexes for Alkyl-Alkyl Kumada and Suzuki-Miyaura Coupling Reactions.
Franco TD, et al.
Helvetica Chimica Acta, 99(11), 830-847 (2016)

Articles

Nickel-based Catalysts

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

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