Synthesis of a [2.2]paracyclophane based planar chiral palladacycle by a highly selective kinetic resolution/C-H activation reaction

Synthesis of a [2.2]paracyclophane based planar chiral palladacycle by a highly selective kinetic resolution/C-H activation reaction

Kinetic resolution of racemic 4-N,N-dimethylaminomethyl[2.2]paracyclophane with 50% sodium tetrachloropalladate and (R)-N-acetylphenylalanine under basic conditions resulted in the formation of a (S(p))-planar chiral palladacycle (35%, >99% ee). Similarly use of 100 mol% sodium tetrachloropallada...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical communications (Cambridge, England) England), 2012-01, Vol.48 (14), p.1991-1993
Hauptverfasser: Dendele, Nathalie, Bisaro, Fabrice, Gaumont, Annie-Claude, Perrio, Stephane, Richards, Christopher J
Format: Artikel
Sprache:eng
Schlagworte:
Activation
Conversion
Reaction kinetics
Recovery
Sodium
Synthesis
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Kinetic resolution of racemic 4-N,N-dimethylaminomethyl[2.2]paracyclophane with 50% sodium tetrachloropalladate and (R)-N-acetylphenylalanine under basic conditions resulted in the formation of a (S(p))-planar chiral palladacycle (35%, >99% ee). Similarly use of 100 mol% sodium tetrachloropalladate resulted in higher levels of conversion and recovery of (S(p))-4-N,N-dimethylaminomethyl[2.2]paracyclophane (41%, >97% ee).
ISSN:1359-7345
1364-548X
DOI:10.1039/c2cc16864b