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Mary Kate Bielinski, Dr. Jonathan Dannatt, Department of Chemistry, University of Dallas, Irving, TX, 75062
The carbon-boron bond is an extremely versatile bond. The development of the Suzuki cross-coupling reaction, which involves boron chemistry, allowed for revolutionary carbon-carbon bond formation. This reaction continues to be widely used in the synthesis of medicinal products. Given this synthetic utility, physical characteristics of boryl substituents are of interest. This includes Hammett sigma values, which quantify the effect of substituents on reactivity. These values are derived from acid-dissociation constants obtained through acid-base titrations. In this research, the first steps were taken to find these sigma values by developing methods to synthesize and purify molecules containing common boryl substituents, including B(OH)2, BF3K, Bcat, and Bdan. Dean-Stark extraction was found to be a favorable method to drive the conversion of the starting materials forward, and boiling acetone filtrations was an effective method for purification of some compounds. Techniques including Thin Layer Chromatography and NMR spectroscopy were used to monitor the progress of reactions and the purity of the products.
Presenter: Mary Bielinski
Institution: Dallas Christian College
Type: Poster
Subject: Chemistry
Status: Approved
