Photophysics and photochemistry of naphthoxazinone derivatives

Santi Nonell, Lourdes R. Ferreras, Alvaro Cañete, Else Lemp, German Günther, Nancy Pizarro, Antonio L. Zanocco

Research output: Indexed journal article Articlepeer-review

19 Citations (Scopus)

Abstract

(Chemical Equation Presented) The photophysics and photochemistry of a series of naphthoxazinones have been studied using a combination of methods ranging from steady-state and time-resolved spectroscopic techniques to product analysis. The photophysics of naphthoxazinone derivatives is very dependent on the structure: phenanthrene-like compounds exhibit higher fluorescence quantum yield than the less aromatic anthracene-like homologous. The latter, exhibit a substantial degree of charge transfer in the excited singlet state. These compounds are fairly photostable in the absence of additives, yielding a single photoproduct arising from the triplet state. The presence of electron donors such as amines increases the photoconsumption quantum yield and changes the product distribution, the primary photoproduct being a dihydronaphthoxazinone that photoreacts further yielding ultimately an oxazoline derivative.

Original languageEnglish
Pages (from-to)5371-5378
Number of pages8
JournalJournal of Organic Chemistry
Volume73
Issue number14
DOIs
Publication statusPublished - 18 Jul 2008

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