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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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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)
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
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)
Merging photoredox and nickel catalysis: The direct synthesis of ketones by the decarboxylative arylation of α-oxo acids
Chu L, et al.
Angewandte Chemie (International ed. in English), 127, 8040-8044 (2015)
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