Thesis-2003-Maddocks.pdf (5.11 MB)
Novel polymer-supported reagents for asymmetric catalysis
thesis
posted on 2018-07-19, 09:20 authored by Suzanne J. MaddocksWe have developed polymer-supported β-aminoalcohol ligands for use in the
asymmetric addition of diethylzinc to benzaldehyde. Linear serine- and threonine-derived
polymer-supported ligands have been synthesized and tested, and several
serine-derived aziridine ligands have been synthesized and tested. Polymer-supported
analogues of these aziridine ligands have also been developed (scheme i). [Illustration omitted.] During the use of these aziridine ligands in the addition of diethylzinc to
benzaldehyde, substrate-dependent positive nonlinear effects were observed. The
effect of product inhibition to decrease the enantioselectivity induced in the reaction
has also been studied, and the elimination of the product inhibition effect by the use of
polymer supports has been investigated.
The linear serine and threonine-derived polymer supported ligands have also been
developed as epoxidation catalysts, and have been shown to catalyse the epoxidation
of 1-phenyl cyclohexene with oxone.
In addition the aziridine-based ligands have been shown to catalyse the asymmetric
conjugate addition of diethylzinc to chalcone.
Funding
EPSRC. Charnwood Catalysis Ltd.
History
School
- Science
Department
- Chemistry
Publisher
© Suzanne J. MaddocksPublisher statement
This work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/Publication date
2003Notes
A Doctoral Thesis. Submitted in partial fulfilment of the requirements for the award of Doctor of Philosophy at Loughborough University.Language
- en