Studies on the Effect of C-Alkyl Substitution on the Crystal Packing of Calix[4]Resorcinarenes in Self-Assembled Hydrogen Bonded Capsules

Author

Aaron Alexander Momose

Date of Graduation

Summer 2008

Degree

Master of Science in Chemistry

Department

Chemistry and Biochemistry

Committee Chair

Eric Bosch

Abstract

Improved synthetic procedures were developed for C-alkyl substituted calix[4]resorcinarenes, pyrimidine-5-boronic acid, 5,5'-bipyrimidine, 5-((trimethylsilyl)ethynyl)pyrimidine, 1,2-bis(5'-pyrimidyl)ethyne, and pyrimidine-5-carboxylic acid. Studies on the crystal packing of nano-capsules composed of C-alkyl calix[4]resorcinarenes and alcohol ligands were performed. C-Alkyl chains between capsules interacted with each other through van der Waals forces, packing in a predictable manner. C-Alkyl substituted calix[4]resorcinarenes also formed capsules in chain-linked hydrogen bonded networks with 5,5'-bipyrimidine and 1,2-bis(5'-pyrimidyl)ethyne. In these chain-linked hydrogen bonded capsules, C-alkyl chains interacted with each other through van der Waals forces, causing the capsule networks to pack together predictably.

Keywords

molecular, nano, capsule, hydrogen bonds, network, self-assembly, resorcinarene, pyrimidine

Subject Categories

Chemistry

Copyright

© Aaron Alexander Momose

Recommended Citation

Momose, Aaron Alexander, "Studies on the Effect of C-Alkyl Substitution on the Crystal Packing of Calix[4]Resorcinarenes in Self-Assembled Hydrogen Bonded Capsules" (2008). MSU Graduate Theses. 1882.
https://bearworks.missouristate.edu/theses/1882