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Key Documents

902128

Sigma-Aldrich

(Z)-N′-Cyanopicolinimidamide

Synonym(s):

Weix 2-pyridyl-N-cyanocarboxamidine ligand for nickel catalysis

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About This Item

Empirical Formula (Hill Notation):
C7H6N4
CAS Number:
Molecular Weight:
146.15
MDL number:
UNSPSC Code:
12352111

form

powder or crystals

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

reagent type: ligand

mp

201-205 °C

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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
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

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