Asymmetrical Heteroatom Substitutions in the Indenofluorene Framework: Synthesis and Characterization of 4,10-Dimesitylbenzo[5,6]-s-indacene[1,2-b]thiophene and 5,11-Dimesitylbenzo[5,6]-s-indacene[1,2-b]thiophene
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Date
2015-06
Authors
O'Neal, Nathaniel
Journal Title
Journal ISSN
Volume Title
Publisher
University of Oregon
Abstract
This project describes the synthetic method for production of asymmetrical indenofluorenes. The method presented allows for broad yet selective asymmetric substitution on the indenofluorene framework and provides a basis for future asymmetric indenofluorene derivatives. As proof of concept, this project synthesized and characterized 4,10-dimesitylbenzo[5,6]-s-indacene[1,2-b]thiophene and 5,11-dimesitylbenzo[5,6]-s-indacene[1,2-b]thiophene. Asymmetrical indenofluorenes have potential use as n-type organic semiconductors. As such, the structural, optical, and electronic properties of these compounds have also been analyzed and reported. Additionally, this project led to the creation of several compounds hitherto undescribed in the literature.
Description
46 pages. A thesis presented to the Department of Chemistry, Biochemistry, and the Clark Honors College of the University of Oregon in partial fulfillment of the requirements for degree of Bachelor of Science, Spring 2015.
Keywords
Chemistry, Semiconductors, Organic, N-type, Synthesis, Asymmetrical, Indenofluorene