Analysis of Conjugation and Intermolecular Forces in a Series of Substituted Oxadiazoles

Author

Olive SchnittkerFollow

Date of Award

Spring 4-3-2024

Document Type

Honors Paper

Degree Name

Chemistry-BS

Department

Chemistry

Advisor

Dr. Dean Johnston

First Committee Member

Dr. Dean Johnston

Second Committee Member

Dr. Carrigan Hayes

Third Committee Member

Dr. Halard Lescinsky

Keywords

conjugation, intermolecular forces, oxadiazoles, organic synthesis, crystallography

Subject Categories

Electronic Devices and Semiconductor Manufacturing | Heterocyclic Compounds | Organic Chemicals | Organic Chemistry

Abstract

Oxadiazoles are a class of organic molecules that are of interest in medicinal chemistry because of their biological properties, which include antibacterial, anti-inflammatory, and anticancer activities. Recently 1,3,4-oxadiazole derivatives have been gathering interest in electrochemistry because of their high thermal stability, chemical stability, and electron deficiency. Electrochemistry research has discovered 1,3,4-oxadiazole derivatives to be strong candidates for organic light-emitting diodes (OLEDs), particularly blue and deep blue OLEDs. The molecules are also of interest as separators in electrochemical energy storage. An understanding of how these molecules pack in crystalline materials is essential for fully grasping the properties of this class of materials. This project aimed to synthesize and analyze a series of oxadiazoles, focusing on 1,3,4-oxadiazole derivatives to examine conjugation and intermolecular forces in the crystalline form. Six molecules were synthesized by a two-step, one-pot method and crystallized via slow evaporation. Analysis revealed that three of the synthesized molecules exhibit Type II halogen-halogen bonding, while two required further analysis, and one was analyzed using data from the Cambridge Crystallography Data Centre (CCDC).

Licensing Permission

Copyright, all rights reserved. Fair Use

Recommended Citation

Schnittker, Olive, "Analysis of Conjugation and Intermolecular Forces in a Series of Substituted Oxadiazoles" (2024). Undergraduate Honors Thesis Projects. 177.
https://digitalcommons.otterbein.edu/stu_honor/177

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Acknowledgement 2

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