478700 Functionalized Boron Nanoparticles: Characterization of Thiol-Ene Click Chemistry

Monday, November 14, 2016
Grand Ballroom B (Hilton San Francisco Union Square)
Diane Collard, Chemical Engineering, Kansas State University, Manhattan, KS, Christopher R. Mehrer, Chemical & Biological Engineering, University of Wisconsin-Madison, Madison, WI and John R. Schlup, Department of Chemical Engineering, Kansas State University, Manhattan, KS

Carboranes are a family of cluster compounds comprised of boron, carbon, and hydrogen that are being investigated in a number of applications, including self-assembling monolayers (SAMs), cancer treatment, and non-catalytic synthetic agents. Various functionalities have been attached to carboranes to facilitate their utilization. Thiol-ene “click” chemistry between thiol-functionalized m-carborane and a variety of maleimide derivatives provides a facile path to a wide variety of functionalized boron nanoparticles. The reaction rate shows a strong dependence on the solvent as well as on the position of the thiol group on the carborane. Reaction rates as a function of temperature have been measured with the reaction following second order kinetics. Preliminary testing revealed reactivity differences greater than an order of magnitude between m-carborane-1-thiol and m-carborane-9-thiol.

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