A fast and stable photochromic switch based on the opening and closing of an oxazine ring

Massimiliano Tomasulo, Salvatore Sortino, Françisco M. Raymo

Research output: Contribution to journalArticle

105 Scopus citations

Abstract

(Chemical Equation Presented) We have designed a molecular switch based on the photoinduced opening and thermal closing of an oxazine ring. Ultraviolet excitation of this molecule induces the cleavage of a [C-O] bond to form a p-nitrophenolate chromophore in less than 10 ns with a quantum yield of ca. 0.1. The photogenerated isomer reverts thermally to the original oxazine within 50 ns. Our photochromic switch survives more than 3000 excitation cycles without decomposing, even in air-saturated solutions.

Original languageEnglish (US)
Pages (from-to)1109-1112
Number of pages4
JournalOrganic letters
Volume7
Issue number6
DOIs
StatePublished - Mar 17 2005

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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