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804398

Sigma-Aldrich

[(TMEDA)Ni(o-tolyl)Cl]

95%

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About This Item

Formule empirique (notation de Hill):
C13H23ClN2Ni
Numéro CAS:
1702744-45-3
Poids moléculaire :
301.48
Numéro MDL:
MFCD29037017
Code UNSPSC :
12161600
ID de substance PubChem :
329768866
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Pureté

95%

Forme

powder

Pertinence de la réaction

core: nickel
reagent type: catalyst

Capacité de réaction

reaction type: Cross Couplings

Chaîne SMILES 

CC1=CC=CC=C1[Ni]Cl.CN(C)CCN(C)C

InChI

1S/C7H7.C6H16N2.ClH.Ni/c1-7-5-3-2-4-6-7;1-7(2)5-6-8(3)4;;/h2-5H,1H3;5-6H2,1-4H3;1H;/q;;;+1/p-1

Clé InChI

NMLMESVZRUMFAE-UHFFFAOYSA-M

Catégories apparentées

Application

Effective precatalyst for a variety of nickel-catalyzed transformations, including Suzuki-Miyaura, Buchwald-Hartwig and other cyclizations and oxidative couplings.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

902993

(BPhen)Ni(OAc)2.xH2O

902985

(Bathocuproine)NiBr2

903000

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

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

905070

[(TEEDA)Ni(o-tolyl)Cl], ≥95%

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

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)

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Consulter la Bibliothèque de documents

Jason D Shields et al.
Organic letters, 17(9), 2166-2169 (2015-04-18)
The synthesis and catalytic activity of [(TMEDA)Ni(o-tolyl)Cl], an air-stable, crystalline solid, is described. This complex is an effective precatalyst in a variety of nickel-catalyzed transformations. The lability of TMEDA allows a wide variety of ligands to be used, including mono-

Articles

Doyle Nickel Precatalyst Applications

Palladium catalysts in transition metal-catalyzed coupling reactions offer diversity, accessibility, and robustness over nickel catalysts.

Doyle Nickel Precatalyst Applications

Palladium catalysts in transition metal-catalyzed coupling reactions offer diversity, accessibility, and robustness over nickel catalysts.

Doyle Nickel Precatalyst Applications

Palladium catalysts in transition metal-catalyzed coupling reactions offer diversity, accessibility, and robustness over nickel catalysts.

Doyle Nickel Precatalyst Applications

Palladium catalysts in transition metal-catalyzed coupling reactions offer diversity, accessibility, and robustness over nickel catalysts.

Contenu apparenté

Doyle Group – Professor Product Portal

Research in the Doyle group focuses on two areas: nucleophilic fluorination and nickel catalysis. The Doyle group has developed several reagents that advance these research areas. In fluorination, 2-pyridinesulfonyl fluoride (PyFluor) can be used for the mild deoxyfluorination of primary and secondary alcohols, a procedure which is normally accomplished by the sensitive reagent DAST. In nickel catalysis, the Doyle group has developed a modular, air-stable nickel precatalyst, [(TMEDA)Ni(o-tolyl)Cl], which has broad utility for a wide variety of reactions. This precatalyst can be used in place of Ni(cod)2, NiCl2, as well as other reported precatalysts. Doyle has also reported electron-deficient olefin ligands as a new class of ligand for accelerated reductive elimination. In particular, the sultam-derived ligand Fro-DO has been found to be critical for high yields in the cross-coupling of tertiary aziridines to form quaternary centers.

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

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