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901251 Sigma-Aldrich

[2,2′-Bipyridine]-6-carboxylic acid hydrochloride

Synonym: PPA directing group

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Properties

Related Categories C-H Activation, Catalysis and Inorganic Chemistry, Chemical Synthesis, Ligands and Auxiliaries
Quality Level   100
form   powder or crystals
reaction suitability   reagent type: ligand
reaction type: C-H Activation

Description

Application

Developed in the Engle lab, this 2,2′-bipyridylamide (PPA) is a pincer-like, removable tridentate directing group that stabilizes 6-membered palladacycles for olefin functionalization. Together with similar ligand PAQ (901250), 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.

Other Notes

Tridentate Directing Groups Stabilize 6-Membered Palladacycles in Catalytic Alkene Hydrofunctionalization

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Keary Engle - Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Keary Engle - Professor Product Portal
Keywords: Catalysis, Eliminations, Hydroaminations, Ligands, Organic synthesis

Peer-Reviewed Papers
15

References

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