901250
2-(Pyridin-2-yl)quinolin-8-amine dihydrochloride
Synonym(s):
PAQ directing group
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About This Item
Empirical Formula (Hill Notation):
C14H11N3 · 2HCl
Molecular Weight:
294.18
UNSPSC Code:
12352101
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Assay
≥95%
form
powder or crystals
reaction suitability
reaction type: C-C Bond Formation
reagent type: catalyst
reagent type: ligand
reaction type: C-H Activation
Application
Developed in the Engle lab, this 2-pyridyl-8-aminoquinoline (PAQ) auxiliary is a pincer-like, removable tridentate directing group that stabilizes 6-membered palladacycles for olefin functionalization. Together with similar ligand PPA (901251), researchers demonstrated regioselective remote hydrocarbofunctionalization of alkene-containing substrate classes (e.g. 4-pentenoic acids, allylic alcohols, homoallyl amines, bis-homoallylamines) using Pd(II) catalysis.
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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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Miriam L O'Duill et al.
Journal of the American Chemical Society, 139(44), 15576-15579 (2017-10-04)
Removable tridentate directing groups inspired by pincer ligands have been designed to stabilize otherwise kinetically and thermodynamically disfavored 6-membered alkyl palladacycle intermediates. This family of directing groups enables regioselective remote hydrocarbofunctionalization of several synthetically useful alkene-containing substrate classes, including 4-pentenoic
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