Journal
GREEN CHEMISTRY
Volume 15, Issue 10, Pages 2727-2739Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3gc40875b
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Funding
- EPA in Ireland
- Czech Science Foundation [P207/10/2048]
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The asymmetric carbonyl-ene reaction of trifluoropyruvate with five alkenes catalysed by [Pd{(R)-BINAP}]-(SbF6)(2) were carried out in good yields and enantioselectivities (up to 96% yield and 96% ee) in low antimicrobial toxicity C2-substituted imidazolium ionic liquids (ILs). Toxicity data was included in the selection criteria for reaction optimisation after a preliminary IL screen. The Pd(ii) catalyst immobilised in an IL was recycled and reused up to 7 times without decrease of either yield or ee. One IL prepared, which was determined to be of high antimicrobial toxicity was assigned a low priority for future applications.
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