UBC Theses and Dissertations

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UBC Theses and Dissertations

Towards arylene-ethynylene based supramolecular hosts Le, Debbie


Motivated by the pursuit of shape-persistent macrocycles that could act as hosts for metal ions or clusters, we set out to construct arylene-ethynylene macrocycles with functionalized interiors. A step-wise synthesis using Sonogashira cross-coupling and deprotection reactions was used to make a series of arylene-ethynylene molecules. These compounds included a macrocycle with interior methoxy functional groups and trimers with methoxy or amine functionalities. These molecules were characterized using NMR spectroscopy as well as ESI-TOF mass spectrometry. The synthesis of these molecules provides the groundwork for the development of new aryleneethynylene based receptors to be used in host-guest chemistry.

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