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Studies towards the asymmetric synthesis of cyclochiral rotaxanes and Au(III)-oxo complexes as catalysts.

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O'NeillJAT_0515_eps.pdf (4.619Mb)
Date
2015-05
Author
O'Neill, James Alan Thomas
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Abstract
The work reported in this thesis consists of studies towards the asymmetric synthesis of mechanically planar chiral rotaxanes via desymmetrisation approach. It describes the synthesis of a novel macrocycle and the investigation of this macrocycle as a potential ligand in the Cadiot-Chodkiewicz and CuAAC ‘click’ reactions as part of the study towards the synthesis of asymmetric planar chiral rotaxanes. Furthermore, the use of Au(III)-oxo complexes as potential catalysts in a model hydroamination reaction are described. The thesis is divided into four chapters: Chapter one is an introduction to rotaxanes and includes an overview of the synthesis of rotaxanes and chirality in rotaxanes. Chapter two is an account of the synthesis of a novel macrocycle and details attempts to implement this macrocycle towards the synthesis of a rotaxane using the Cadiot-Chodkiewicz and CuAAC ‘click’ reactions. Chapter three describes optimisation and multi-gram scale-up of the synthetic route towards a novel C1-symmetric bis(oxazoline) macrocycle first synthesised in our group by Pauline Glen. Chapter four describes our investigation into the use of Au(III)-oxo complexes for use as catalysts in a model hydroamination reaction.
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http://hdl.handle.net/10399/3160
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©Heriot-Watt University, Edinburgh, Scotland, UK EH14 4AS.

Maintained by the Library
Tel: +44 (0)131 451 3577
Library Email: libhelp@hw.ac.uk
ROS Email: open.access@hw.ac.uk

Scottish registered charity number: SC000278

  • About
  • Copyright
  • Accessibility
  • Policies
  • Privacy & Cookies
  • Feedback
AboutCopyright
AccessibilityPolicies
Privacy & Cookies
Feedback