Photophysical characterization of a benzo-fused analogue of brooker's merocyanine: Solvent polarity and ph effects

Edward Adjaye-Mensah, Walter G. Gonzalez, Jaroslava Miksovska, James N. Wilson

Research output: Contribution to journalArticle

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The photophysical properties of 4-[2-(6-hydroxy-2-naphthalenyl)-ethenyl]-1- methyl-pyridinium (HNEP+) and its deprotonated form (NEP), a benzofused derivative of Brooker's merocyanine (BM), were investigated through a combined spectroscopic and computational approach. Despite their structural similarities and similar pKa values, HNEP+/NEP and BMH+/BM differ in the extent of charge delocalization in the ground and excited states. NEP exhibits the spectral characteristics of a charge transfer species in solvents in which BM exists in a charge-delocalized quinoid; however, quantum chemical calculations show that the CT absorption of NEP is not necessarily a consequence of the zwitterionic character. HNEP+ displays larger Stokes shifts than BMH+, and NEP demonstrates enhanced solvatochromism relative to BM as a consequence of benzofusion.

Original languageEnglish (US)
Pages (from-to)12470-12475
Number of pages6
JournalJournal of Physical Chemistry A
Issue number51
StatePublished - Dec 27 2012


ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

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