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Merck
CN

908711

Ni(IMes)(di-t-butyl fumarate)2

powder

Synonym(s):

Montgomery Ni catalyst

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About This Item

Empirical Formula (Hill Notation):
C45H64N2NiO8
CAS Number:
2230140-59-5
Molecular Weight:
819.69
MDL number:
MFCD31747046
UNSPSC Code:
12352103
NACRES:
NA.22

Key Documents

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Product Name

Ni(IMes)(di-t-butyl fumarate)2,

InChI key

NAUZISBIAJSKIT-RKDKPBPFSA-N

SMILES string

[Ni].N2(CN(C=C2)c3c(cc(cc3C)C)C)c1c(cc(cc1C)C)C.O(C(C)(C)C)C(=O)\C=C\C(=O)OC(C)(C)C.O(C(C)(C)C)C(=O)\C=C\C(=O)OC(C)(C)C

form

powder

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

Related Categories

Application

Ni(IMes)(di-t-butyl fumarate)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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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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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