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Understanding cyclobutenone rearrangements: an in silico study

Understanding cyclobutenone rearrangements: an in silico study
Understanding cyclobutenone rearrangements: an in silico study
The work described in this thesis sheds new light on the mechanistic pathways followed during thermochemically and photochemically induced cyclobutenone rearrangements through an understanding of thermodynamic and kinetic aspects. The investigation applies DFT and ab initio methods to various rearrangements studied in the laboratory. Energy pathways for various cyclobutenone rearrangements have been developed to rationalise selectivity issues where competitive mechanisms are available. In addition, we have developed models to account for different outcomes observed for organometallic additions to cyclobutenediones. These have, in particular, led to a better understanding of the course of carbonyl addition reactions given by organoytterbium reagents.
Goncalves, Theo
864b02b3-d3ba-410e-b264-864f1837afa5
Goncalves, Theo
864b02b3-d3ba-410e-b264-864f1837afa5
Harrowven, David
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Goncalves, Theo (2014) Understanding cyclobutenone rearrangements: an in silico study. University of Southampton, Chemistry, Doctoral Thesis, 324pp.

Record type: Thesis (Doctoral)

Abstract

The work described in this thesis sheds new light on the mechanistic pathways followed during thermochemically and photochemically induced cyclobutenone rearrangements through an understanding of thermodynamic and kinetic aspects. The investigation applies DFT and ab initio methods to various rearrangements studied in the laboratory. Energy pathways for various cyclobutenone rearrangements have been developed to rationalise selectivity issues where competitive mechanisms are available. In addition, we have developed models to account for different outcomes observed for organometallic additions to cyclobutenediones. These have, in particular, led to a better understanding of the course of carbonyl addition reactions given by organoytterbium reagents.

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More information

Published date: 17 November 2014
Organisations: University of Southampton, Faculty of Natural and Environmental Sciences

Identifiers

Local EPrints ID: 374547
URI: http://eprints.soton.ac.uk/id/eprint/374547
PURE UUID: 868555b9-0877-4bdd-ac18-9ebfcaa8efed
ORCID for David Harrowven: ORCID iD orcid.org/0000-0001-6730-3573

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Date deposited: 23 Feb 2015 11:10
Last modified: 14 Jul 2018 00:36

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Contributors

Author: Theo Goncalves
Thesis advisor: David Harrowven ORCID iD

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