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Documentos Principais

902039

Sigma-Aldrich

4-Methoxypicolinimidamide hydrochloride

≥95%

Sinônimo(s):

Weix 2-pyridylcarboxamidine ligand for nickel catalysis

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About This Item

Fórmula empírica (Notação de Hill):
C7H10ClN3O
Número CAS:
Peso molecular:
187.63
Número MDL:
Código UNSPSC:
12352101
NACRES:
NA.22

Ensaio

≥95%

Formulário

powder or solid

adequação da reação

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

pf

174-176 °C

cadeia de caracteres SMILES

Cl.N\C(=N/[H])\c1nccc(c1)OC

InChI

1S/C7H9N3O.ClH/c1-11-5-2-3-10-6(4-5)7(8)9;/h2-4H,1H3,(H3,8,9);1H

chave InChI

JOUDWIBACXLPIO-UHFFFAOYSA-N

Aplicação

This pyridyl carboxamidine ligand has been demonstrated by Daniel Weix′s lab to enable nickel-catalyzed cross-coupling of diverse basic nitrogen heterocycles with primary and secondary alkyl halides.

produto relacionado

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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Robert J Perkins et al.
Organic letters, 19(14), 3755-3758 (2017-07-14)
A constant-current electrochemical method for reducing catalytic nickel complexes in sp2-sp3 cross-electrophile coupling reactions has been developed. The electrochemical reduction provides reliable nickel catalyst activation and turnover and offers a tunable parameter for reaction optimization, in contrast to more standard
Eric C Hansen et al.
The Journal of organic chemistry, 82(14), 7085-7092 (2017-07-07)
Despite their importance, the synthesis of alkylated heterocycles from the cross-coupling of Lewis basic nitrogen heteroaryl halides with alkyl halides remains a challenge. We report here a general solution to this challenge enabled by a new collection of ligands based
Eric C Hansen et al.
Nature chemistry, 8(12), 1126-1130 (2016-11-23)
Ligands are essential for controlling the reactivity and selectivity of reactions catalysed by transition metals. Access to large phosphine ligand libraries has become an essential tool for the application of metal-catalysed reactions industrially, but these existing libraries are not well

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