The present thesis is concerned with a novel approach towards the design of artificial aldolase mimics. The introductory chapter provides an overview of previous strategies and approaches that have been employed in the design and synthesis of artificial enzyme systems. Following on from a brief introduction to previous work within our own group, Chapter 2 presents and discusses the preparation and reactivity of a number of novel polymeric systems which are capable of catalysing the aldol reaction. The strategy adopted consisted of the preparation of regiochemically defined alternating co-polymers wherein each of the two monomers, an N-alkylated maleimide and a para carboxamide styrene possessed either a carboxylic acid or an amino group and were hence capable of functioning as Class I aldolase mimetics. A complementary strategy has also been undertaken wherein both functional groups involved in catalysis are attached to a single monomer, and subsequently subjected to ring opening metathesis polymerisation. This approach guaranteed attachment of these two groups in a fixed 1:1 ratio and had the added advantage of acting as organocatalysts in their own right. For this purpose, systems based on 7- azabicyclo[2.2.1]hept-2-ene, tropane alkaloid like derivatives and a functionalised norbornene were studied. Preliminary work towards functionalised bispidinone derivatives were also considered within this framework. Chapter 3 provides a formal description of the detailed experimental results and procedures used.
| Identifer | oai:union.ndltd.org:bl.uk/oai:ethos.bl.uk:564745 |
| Date | January 2009 |
| Creators | Kato, Y. |
| Publisher | University College London (University of London) |
| Source Sets | Ethos UK |
| Detected Language | English |
| Type | Electronic Thesis or Dissertation |
| Source | http://discovery.ucl.ac.uk/18912/ |
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