Abstract
A bis-oxazoline ligand has been complexed using Cu(II) and Zn(II) trifluoromethanesulfonate and a range of chiral ionic liquid (CIL) additives based on natural products were used as a co-catalyst for a Diels–Alder reaction. The catalytic performance of these systems was compared for the asymmetric Diels–Alder reaction between N-acryloyloxazolidinone and cyclopentadiene with and without the presence of a CIL additive. In the absence of the CIL, both catalysts resulted in low enantioselectivities in conventional solvents and ionic liquids. However, whilst only a minor effect of the CIL was observed for the Cu based catalyst, in the case of the Zn based catalyst, significant enhancements in endo enantioselectivity of up to 50% were found on the addition of a CIL.
Original language | English |
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Pages (from-to) | 1704-1713 |
Number of pages | 10 |
Journal | Dalton Transactions |
Volume | 46 |
Issue number | 5 |
Early online date | 21 Dec 2016 |
DOIs | |
Publication status | Published - 07 Feb 2017 |
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Dive into the research topics of 'Using chiral ionic liquid additives to enhance asymmetric induction in a Diels–Alder reaction'. Together they form a unique fingerprint.Student theses
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Development of a spatially-resolved technique for the measurement of effective diffusions and Its application to the reaction modelling of deactivated washcoated catalytic monoliths
Author: Wang, Y., Jul 2021Supervisor: Goguet, A. (Supervisor) & McCullough, G. (Supervisor)
Student thesis: Doctoral Thesis › Doctor of Philosophy
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