This thesis contains 7 chapters detailing the background, uses and syntheses of novel [2.2]paracyclophane compounds. Where applicable, their use in asymmetric synthesis is described. Within chapter 1, a brief description of the history of [2.2]paracyclophane and the development of its chemistry is given, this includes its basic reactivity and that of its derivatives. A short introduction of its use in asymmetric synthesis is also included. Finally, a very brief review of novel applications of the [2.2]paracyclophane motif in polymer and medicinal chemistry is given. Chapter 2 outlines the synthesis of (S)-4-butylsulfinyl[2.2]paracyclophane and the subsequent extensive optimisation of directed metalation conditions. A summary of the analytical data and syntheses of 11 novel 4,5-disubstituted [2.2]paracyclophane compounds is presented.
| Identifer | oai:union.ndltd.org:bl.uk/oai:ethos.bl.uk:496851 |
| Date | January 2009 |
| Creators | Seacome, Richard John |
| Publisher | University of Sussex |
| Source Sets | Ethos UK |
| Detected Language | English |
| Type | Electronic Thesis or Dissertation |
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