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Issue 2, 2002
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Study of ligand and base effects on enantioselective allylation catalyzed by Pd(0) phosphine complexes in [bmim][PF6] ionic liquid

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Abstract

Enantioselective Pd-catalyzed allylic substitution of (rac)-(E)-1,3-diphenyl-3-acetoxyprop-1-ene with dimethyl malonate was studied in 3-butyl-1-methylimidazolium hexafluorophosphate ([bmim][PF6]) as an ionic liquid. The reactions were catalyzed by Pd(0) complexes of three homochiral ferrocenylphosphine ligands, (S,S)-iPr-Phosferrox, (S,R)-iPr-Phosferrox, (R,S)-BCyPFA and (R)-BINAP. Potassium carbonate and bis(trimethylsilyl)acetamide (BSA)/AcOK were tested as the bases and simple optimization of the reaction procedure was performed. Experiments with other soft nucleophiles also were carried out under optimized conditions.

Graphical abstract: Study of ligand and base effects on enantioselective allylation catalyzed by Pd(0) phosphine complexes in [bmim][PF6] ionic liquid

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Article information


Submitted
09 Oct 2001
First published
24 Jan 2002

Green Chem., 2002,4, 103-106
Article type
Paper

Study of ligand and base effects on enantioselective allylation catalyzed by Pd(0) phosphine complexes in [bmim][PF6] ionic liquid

I. Kmentová, B. Gotov, E. Solcániová and Š. Toma, Green Chem., 2002, 4, 103
DOI: 10.1039/B109178F

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