On Benzofulvene Monomers: An Exploration of Novel Lewis Acid Indicators with Tunable Fluorescence

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Date

2024

Authors

Klein, Madeleine

Journal Title

Journal ISSN

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Publisher

University of Oregon

Abstract

This thesis focuses on benzofulvenes, a class of aromatic molecules with unique physical and chemical properties that have gained considerable interest over the past decade. The core research questions addressed include the optimization of benzofulvene synthesis, modulation of their optical properties via bond rotation and push-pull dynamics, and their potential application as Lewis Acid titration indicators. The literature review highlights key aspects of aromaticity, fluorescence, and benzofulvenes. The methodology section details the experimental procedures, starting from the synthesis of benzofulvene monomers from indanone precursors, followed by purification and conversion processes. Analytical techniques such as thin-layer chromatography (TLC) and nuclear magnetic resonance (NMR) are employed to evaluate the purity and yield of the synthesized compounds. It then details an experiment that demonstrates that benzofulvenes can be used as Lewis Acid titration indicators. In essence, this research encompasses a multifaceted exploration of molecular behavior, offering insights into the fine-tuning of emission properties, alongside an understanding of the core characteristics of pentafulvenes and their practical applicability. This approach 3 encompasses both practical experimentation and analytical techniques, ensuring the precision and reliability in our endeavor to understand and fine-tune fluorescent benzofulvene synthesis. This research provides evidence that benzofulvenes can be used as Lewis Acid indicators in practice, not just theory. It is a contribution to the broader field of organic chemistry, paving the way for further exploration of benzofulvene usage.

Description

29 pages

Keywords

Chemistry, Fluorescence, Titration, Organic synthesis, Benzofulvene

Citation