Aminoalkyl-phosphine (P,N) ligands with pentane-2,4-diyl backbone in asymmetric allylic substitution reactions

Zsófia Császár, Patrik Imre, Szabolcs Balogh, A. Bényei, Gergely Farkas, J. Bakos

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Abstract: The asymmetric allylic substitution reaction of rac-1,3-diaryl-2-propenyl acetates with several C- and N-nucleophiles catalyzed by the palladium-complexes of eleven structurally analogous aminoalkyl-phosphines (P,N) with pentane-2,4-diyl backbone is reported. The role of the N-substituents and the influence of the ligand/palladium molar ratio on the activity and enantioselectivity of the catalytic system are studied. The solvent and the temperature dependence of the catalytic reaction were also assessed yielding enantioselectivities up to 95% in alkylation and 90% in amination processes under optimized reaction conditions.

Original languageEnglish
Pages (from-to)2069-2077
Number of pages9
JournalMonatshefte fur Chemie
Volume148
Issue number12
DOIs
Publication statusPublished - Dec 1 2017

Keywords

  • Alkylations
  • Chiral auxiliaries
  • Homogeneous catalysis
  • Phosphorus compounds
  • Transition metals compounds

ASJC Scopus subject areas

  • Chemistry(all)

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