Cavitands are container molecules that have conformations that enable them to bind or entrap smaller compounds. The goal of our project is to develop a series of singly linked functionalized biscavitands that can self-assemble <i>via</i> hydrogen bonding. We utilize a resorcin [4] arene framework to create our molecules due to its easily modifiable structure. A synthetic route encompassing organometallic chemistry has been used to create and incorporate functionality on the biscavitands. Compounds with a similar framework to that of resorcin [4] arene have been reported to have biological applications due to their ability to mimic biological interactions. Characterization of all compounds will be made by NMR spectroscopy, high-resolution mass spectrometry, and infrared spectroscopy. We will explore how the linkers and functional groups will affect the self-assembling properties, shape, size, and guest complexation of these molecules.

Synthesis of functionalized biscavitands

249th National Meeting (2015)

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