Degree

Master of Science (MS)

Department

Chemistry

Document Type

Thesis

Abstract

This thesis provides a comprehensive study of regioselective tellurination and its applications by integrating experimental and computational techniques, with an aim of synthesizing libraries of organotellurium heterocycles. This study addresses existing challenges in regioselective tellurination, such as unpredictable regioselectivity and avoidance of toxic reagents by harnessing intramolecular Te…O coordination and electrophilic aromatic tellurination. This strategy enables the development of previously poorly accessible compounds including benzotellurazinones, 2-acylaminobenzotellurazoles, and previously unknown 2,3-dihydrobenzo [b] oxatelluranes, which were prepared by antiMarkovnikov anti-addition of TeCl4 to C-C triple bonds. Experimental studies were complemented by computational DFT analyses to provide mechanistic and energetic insight into the synthetic process. This study explores the influence of substituent effects on reaction rates, the stabilities of intermediates and the cyclic products generated. Structural characterization employing X-ray crystallography provides insight into secondary bonding interactions (Te…N, Te…O, and Te…Br), which result in assemblies of dimers or supramolecular structures. The properties of the organotellurium compounds synthesized and potential applications in material science, crystal engineering, and medicine are discussed.

Date

2-6-2026

DOI

https://proquest.com/docview/3347958325

First Committee Chair

Thomas Junk

First Committee Member

Barbara Marchetti

Second Committee Member

Tolga Karsili

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