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902063

Sigma-Aldrich

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C9H7N7
CAS Number:
2105938-35-8
Molecular Weight:
213.20
MDL number:
MFCD31731629
UNSPSC Code:
12352111
NACRES:
NA.22

form

powder or crystals

reaction suitability

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

mp

>300 °C

SMILES string

NC(=NC#N)c1nc(ccc1)C(=NC#N)N

InChI

1S/C9H7N7/c10-4-14-8(12)6-2-1-3-7(16-6)9(13)15-5-11/h1-3H,(H2,12,14)(H2,13,15)

InChI key

NFCPGRIKBAMXHQ-UHFFFAOYSA-N

Related Categories

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

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Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS7961
MKCP1829
MKCN2012

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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

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