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908541

Sigma-Aldrich

Ni(IPr*OMe)(phenyl acrylate)2

Synonym(s):

Montgomery Ni catalyst

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About This Item

Empirical Formula (Hill Notation):
C87H72N2NiO6
CAS Number:
2230140-52-8
Molecular Weight:
1300.21
MDL number:
MFCD31747048
UNSPSC Code:
12352103
NACRES:
NA.22
Pricing and availability is not currently available.

form

powder

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

SMILES string

[Ni].N8(CN(C=C8)c9c(cc(cc9C(c%13ccccc%13)c%12ccccc%12)OC)C(c%11ccccc%11)c%10ccccc%10)c3c(cc(cc3C(c7ccccc7)c6ccccc6)OC)C(c5ccccc5)c4ccccc4.O(c2ccccc2)C(=O)C=C.O(c1ccccc1)C(=O)C=C

InChI

1S/C69H58N2O2.2C9H8O2.Ni/c1-72-58-45-60(64(50-27-11-3-12-28-50)51-29-13-4-14-30-51)68(61(46-58)65(52-31-15-5-16-32-52)53-33-17-6-18-34-53)70-43-44-71(49-70)69-62(66(54-35-19-7-20-36-54)55-37-21-8-22-38-55)47-59(73-2)48-63(69)67(56-39-23-9-24-40-56)57-41-2

InChI key

CYALLPYVCSBFMX-UHFFFAOYSA-N

Application

Ni(IPr*OMe)(phenyl acrylate)2 is an NHC-Ni(0) precatalyst developed in the Montgomery lab used for a variety of synthetic transformations including reductive couplings of aldehydes and alkynes and N-arylation of amines.

Other Notes

Stable, Well-Defined Nickel(0) Catalysts for Catalytic C–C and C–N Bond Formation

related product

Product No.
Description
Pricing

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Alex J Nett et al.
ACS catalysis, 8(7), 6606-6611 (2018-08-07)
The synthesis and catalytic activity of several classes of NHC-Ni(0) pre-catalysts stabilized by electron-withdrawing alkenes are described. Variations in the structure of fumarate and acrylate ligands modulate the reactivity and stability of the NHC-Ni(0) pre-catalysts and lead to practical and

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Nickel-based Catalysts

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

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