Graduate Program
Chemistry
Degree Name
Master of Science (MS)
Semester of Degree Completion
Summer 2019
Thesis Director
Zhiqing Yan
Thesis Committee Member
Rebecca A. Peebles
Thesis Committee Member
Robert W. Chesnut
Thesis Committee Member
Hongshan He
Abstract
Molecular baskets are a group of synthetic host molecules which are designed to govern the inclusion of small guest molecules. The basic structural features of basket-shaped host molecules are a cavity for holding a much smaller guest molecule and tunable gates for keeping the guest molecule inside. These types of gates can be tuned by changing temperature, concentration, pH, etc. In this research group's previous study, a molecular basket of cal ix[ 4]arene with carboxylic acid groups was synthesized by functionalizing calix[4]arene's phenol hydroxyl groups with benzyl bromide building blocks. In the study detailed here, 1 , l '-((5-(bromomethyl)-1,3-phenylene)bis(methylene))bis(3-isopropylurea) was assembled as the two gating arms for p-tert-butylcalix[4]arene. Synthesis of the urea-featured benzyl bromide building block is a multistep process that starts with 1,3,5-benzenetrimethanol. The synthetic intermediates were characterized by 1H, 13C NMR, and FT-IR spectroscopy analysis. The target host molecules were also characterized using mass spectrometry analysis.
Recommended Citation
Priyadarshana, Lokugama Widanelage Vidula, "Developing a Basket-Shaped Host Molecule Based on P-Tert-Butylcalix[4]arene Featuring Urea Groups for Encapsulating Volatile Guest Molecules" (2019). Masters Theses. 4467.
https://thekeep.eiu.edu/theses/4467