Enantioselective Friedel–Crafts Reactions of Aromatic Amines with Ethyl Glyoxylate in Pyridinium-Based Ionic Liquids

Sanjay V. Malhotra; Ying Xiao

doi:10.1071/CH06221

RESEARCH ARTICLE

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Enantioselective Friedel–Crafts Reactions of Aromatic Amines with Ethyl Glyoxylate in Pyridinium-Based Ionic Liquids

Sanjay V. Malhotra ^A ^B and Ying Xiao ^A

+ Author Affiliations

- Author Affiliations

^A Department of Chemistry and Environmental Science, New Jersey Institute of Technology, University Heights, Newark, NJ 07102, USA.

^B Corresponding author. Email: malhotra@njit.edu

Australian Journal of Chemistry 59(7) 468-472 https://doi.org/10.1071/CH06221
Submitted: 21 June 2006 Accepted: 28 July 2006 Published: 22 August 2006

Abstract

The Friedel–Crafts reactions of aromatic amines with ethyl glyoxylate in pyridinium-based ionic liquids (ILs) are investigated using 2,2′-dihydroxy-1,1′-binaphthyl (BINOL) metal complexes as chiral catalysts. Reaction parameters such as the catalyst–IL compositions, reactant compositions, reaction time, and reaction temperature are studied. High yields and excellent enantioselectivities are achieved under the relatively mild conditions. The ILs can also be recycled and reused as opposed to traditional solvent systems.

References

Enantioselective Friedel–Crafts Reactions of Aromatic Amines with Ethyl Glyoxylate in Pyridinium-Based Ionic Liquids

Abstract

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