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902993

Sigma-Aldrich

(BPhen)Ni(OAc)2.xH2O

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250 MG
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About This Item

Empirical Formula (Hill Notation):
C28H22N2NiO4
CAS Number:
2304339-11-3
Molecular Weight:
509.18
MDL number:
MFCD31807324
UNSPSC Code:
12161600
NACRES:
NA.22

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Assay

≥95%

form

powder or crystals

reaction suitability

core: nickel
reaction type: Cross Couplings
reagent type: catalyst

mp

>300 °C

SMILES string

O=C(O[Ni]OC(C)=O)C.C1(C2=CC=CC=C2)=CC=NC3=C1C=CC4=C3N=CC=C4C5=CC=CC=C5

InChI

1S/C24H16N2.2C2H4O2.Ni/c1-3-7-17(8-4-1)19-13-15-25-23-21(19)11-12-22-20(14-16-26-24(22)23)18-9-5-2-6-10-18;2*1-2(3)4;/h1-16H;2*1H3,(H,3,4);/q;;;+2/p-2

InChI key

DONATKZVTHVGHJ-UHFFFAOYSA-L

Related Categories

Application

Catalyst for cross couplings via C-N bond activation

Caution

Store under N2 atmosphere

Other Notes

Harnessing Alkyl Amines as Electrophiles for Nickel-Catalyzed Cross Couplings via C–N Bond Activation

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

902993-VAR:
902993-250MG:
902993-BULK:

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Corey H Basch et al.
Journal of the American Chemical Society, 139(15), 5313-5316 (2017-04-01)
We developed a strategy to harness alkyl amines as alkylating agents via C-N bond activation. This Suzuki-Miyaura cross coupling of alkylpyridinium salts, readily formed from primary amines, is the first example of a metal-catalyzed cross coupling via C-N bond activation

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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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