Thesis-2006-Cummins.pdf (5.16 MB)
Stereoselective synthesis through the activation of small rings
thesis
posted on 2018-08-02, 11:18 authored by Jaime CumminsThis thesis describes the use of both, a carbanion Payne-type rearrangement and η4-dienyl
and η5-pentadienyl iron tricarbonyl complexes in organic chemistry.
A carbanion Payne-type rearrangement has been developed and its reactivity investigated,
with the subsequent trapping of a series of aldehydes or imines. The results are
disappointing with no desired tetrahydrofuran-, tetrahydropyran- or pyrrolidine-containing
molecules synthesised, although reasons for this are discussed.
A novel 1,3-dipole containing a η5-iron tricarbonyl pentadienyl complex was synthesised
on opening of a cyclopropane, subsequently trapping with a series of aldehyde and imines
to efficiently form tetrahydrofuran and pyrrolidine ring structures, respectively. [Continues.]
Funding
Prosidion Ltd (project studentship).
History
School
- Science
Department
- Chemistry
Publisher
© Jaime CumminsPublisher 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
2006Notes
A Doctoral Thesis. Submitted in partial fulfilment of the requirements for the award of Doctor of Philosophy at Loughborough University.Language
- en