Submission Date

7-19-2019

Document Type

Paper- Restricted to Campus Access

Department

Chemistry

Faculty Mentor

Ryan Walvoord

Comments

Presented during the 21st Annual Summer Fellows Symposium, July 19, 2019 at Ursinus College.

Project Description

Fluorophores serve many applications today such as fluorescent tagging of biomolecules, pesticide detection, and chemical probes. They contain highly conjugated pi systems that re-emit light at longer wavelengths. Organic synthesis can be done to modify the properties of coumarins. These properties can improve fluorophore ion detection and produce new fluorescent capabilities. Current organic synthesis is focused on synthesizing aminofluorophores. Aminofluorophores provide increased photostability, red shifted emission, and better pH sensitivity. Their high demand and excessive costs have chemists looking for a fast, efficient way for the synthesis of aminofluorophores. Current methods consist of a Buchwald Hartwig reaction, which requires metal catalysis and harsh conditions. This work proposes an alternative, less harsh approach in the conversion of hydroxyfluorophores to aminofluorophores via the Smiles Rearrangement.

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