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903000

Sigma-Aldrich

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

Synonyme(s) :

(4,4′-dtbbpy)NiCl2

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About This Item

Formule empirique (notation de Hill):
C18H24Cl2N2Ni
Numéro CAS:
1034901-50-2
Poids moléculaire :
398.00
Code UNSPSC :
12352101
Nomenclature NACRES :
NA.22

Forme

powder or crystals

Pertinence de la réaction

core: nickel
reagent type: catalyst

Capacité de réaction

reaction type: Cross Couplings

Pf

>300 °C

Chaîne SMILES 

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.

Autres remarques

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

Photocatalytic α-Acylation of Ethers

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

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%

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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

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