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902047

Sigma-Aldrich

Pyridine-2,6-bis(carboximidamide) dihydrochloride

≥95%

Sinónimos:

Weix 2-pyridylcarboxamidine ligand for nickel catalysis

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About This Item

Fórmula empírica (notación de Hill):
C7H11Cl2N5
Número de CAS:
1394382-56-9
Peso molecular:
236.10
UNSPSC Code:
12352101
NACRES:
NA.22

assay

≥95%

form

powder or crystals

reaction suitability

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

Application

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.

Other Notes

Coupling of Challenging Heteroaryl Halides with Alkyl Halides via Nickel-Catalyzed Cross-Electrophile Coupling
Electrochemical Nickel Catalysis for Sp2-Sp3 Cross-Electrophile Coupling Reactions of Unactivated Alkyl Halides
New ligands for nickel catalysis from diverse pharmaceutical heterocycle libraries

related product

Referencia del producto
Descripción
Precios

902039

4-Methoxypicolinimidamide hydrochloride, ≥95%

902063

(2Z,6Z)-N′2,N′6-Dicyanopyridine-2,6-bis(carboximidamide)

902128

(Z)-N′-Cyanopicolinimidamide

908886

N-Cyano-4-methoxy-picolinimidamide, ≥95%

918938

tBuPyBCam

925500

tBubpyCAMCN, ≥95%

925519

BpyCAM•HCl

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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
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.
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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