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Published on: July 19, 2019
Excitation Energy-Dependent, Excited-State Intramolecular Proton Transfer-Based Dual Emission in Poor
1Department of Chemistry and Biochemistry, Florida State University, 95 Chieftan Way, Tallahassee, Florida 32306-4390, United States.
Abstract:
2-(2'-Hydroxyphenyl)benzoxazole (HBO) substituted at the 5'-position with bipyridylvinylene phenylenevinylene (compound 2) produces both normal and, via an excited-state intramolecular proton transfer (ESIPT) reaction, tautomer emissions in solvents that preserve intramolecular hydrogen bonds. The abundance of the tautomer emission from compound 2 in a poor hydrogen-bonding solvent increases in response to the application of a higher excitation energy. Based on quantum chemical calculations, the excitation-dependent dual emission is consistent with a model in which the ESIPT reaction is more favored in the S2 than in the S1 electronically excited state.
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