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Cyclodextrin Derivatisation: Directed Reaction of Silylated Intermediates

  • R. L. Wife
  • D. E. Reed
  • H. C. Volger
Conference paper
Part of the Advances in Inclusion Science book series (AIS, volume 1)

Summary

Methods for the complete or partial (selective) silylation of β-cyclodextrin are described that provide intermediates for further derivatisation. The procedure is useful in directing reaction to previously functionalised centres affording material that is soluble in organic solvents, facilitating chromatographic separations and making possible structural assignments for the product macromolecules by proton NMR spectroscopy.

The method is applied to the sequential attachment and attempted capping of β-cyclodextrin by a porphyrin template. The product conjugate was found to be hydrolytically unstable. Representative proton NMR spectra for a series of silyl derivatives and intermediates are analysed to demonstrate further the advantage of the method.

Keywords

Oxalyl Chloride Fluoride Anion Mild Acid Hydrolysis Ethyl Bromoacetate Silyl Derivative 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Springer Science+Business Media Dordrecht 1982

Authors and Affiliations

  • R. L. Wife
    • 1
  • D. E. Reed
    • 1
  • H. C. Volger
    • 1
  1. 1.Shell Biosciences LaboratorySittingbourneEngland

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