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903000

Sigma-Aldrich

[4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine] nickel (II) dichloride

Sinónimos:

(4,4′-dtbbpy)NiCl2

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About This Item

Fórmula empírica (notación de Hill):
C18H24Cl2N2Ni
Número de CAS:
1034901-50-2
Peso molecular:
398.00
UNSPSC Code:
12352101
NACRES:
NA.22

form

powder or crystals

reaction suitability

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

mp

>300 °C

SMILES string

CC(C1=CC(C2=CC(C(C)(C)C)=CC=N2)=NC=C1)(C)C.Cl[Ni]Cl

Application

[4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine] nickel (II) dichloride can be used as a catalyst in:
  • Decarboxylative arylation of oxo acids.
  • Acylation of ethers.
  • Cross-coupling of aryl bromides with alcohols.

Other Notes

Merging Photoredox and Nickel Catalysis: The Direct Synthesis of Ketones by the Decarboxylative Arylation of α-Oxo Acids

Photocatalytic α-Acylation of Ethers

related product

Referencia del producto
Descripción
Precios

335363

[1,3-Bis(diphenylphosphino)propane]dichloronickel(II)

728551

Bis[(2-dimethylamino)phenyl]amine nickel(II) chloride, ≥97% (AT)

804398

[(TMEDA)Ni(o-tolyl)Cl], 95%

902993

(BPhen)Ni(OAc)2.xH2O

902985

(Bathocuproine)NiBr2

903019

[4,4′-Dimethyl-2,2′-bipyridine]nickel(II) dichloride hydrate, ≥95%

904937

2,6-Bis(N-pyrazolyl)pyridine nickel (II) dichloride, ≥95% anhydrous basis

907111

2,6-bis(N-pyrazolyl)pyridine nickel(II) bromide

911534

(4,4′-dMeObpy)NiCl2

911844

(Me4Phen)NiCl2

911984

(2,2′-Bipyridine)diiodonickel(II)

913014

[1,3-Bis(diphenylphosphino)propane]dibromonickel(II), ≥95%

913278

[1,2-Bis(diphenylphosphino)ethane]dibromonickel(II), ≥95%

913154

1,10-Phenanthroline nickel (ll) dibromide

916129

1,10-Phenanthroline nickel (ll) dichloride

917982

Tetrapyridyl nickel (ll) dichloride, ≥95%

918083

2,9-Dimethyl-1,10-phenanthroline nickel (ll) bromide

924245

Deoxazole, ≥95%

924253

Deoxazole-quat, ≥95%

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
SHBN3311
SHBL5154
MKCH6491

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Ir III/Ni II-Metallaphotoredox catalysis: the oxidation state modulation mechanism versus the radical mechanism
Zhu B, et al.
Chemical Communications (Cambridge, England), 54, 5968-5971 (2018)
Aryl Ketones as Single-Electron-Transfer Photoredox Catalysts in Nickel-Catalyzed the Homocoupling of Aryl Halides
Masuda Y, et al.
European Journal of Organic Chemistry, 5822-5825 (2016)
Photocatalytic α-Acylation of Ethers
Sun Z, et al.
Organic Letters, 19, 3727-3730 (2017)
Wacharee Harnying et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(17), 4765-4773 (2011-03-23)
The roles of nickel and chromium catalysts in the coupling reaction of vinyl halides and aldehydes, the so-called Nozaki-Hiyama-Kishi (NHK) reaction, have been studied by UV/Vis spectroscopy, electrochemical, and spectroelectrochemical methods. Electrochemical studies revealed that nickel plays the central role
Martins S Oderinde et al.
The Journal of organic chemistry, 80(15), 7642-7651 (2015-07-04)
In order to achieve reproducibility during iridium-photoredox and nickel dual-catalyzed sp(3)-sp(2) carbon-carbon bond-forming reactions, we investigated the role that molecular oxygen (O2), solvent and light-source (CF lamp or blue LED) play in a variety of Ir-photoredox mediated transformations. The presence
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Nickel-based Catalysts

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

Nickel-based Catalysts

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

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