Synthesis of photooxygenation of 2,3,6-trimethylfuro[2,3-b][1]naphtho[4a,7a-e,f]pyrida-5,7-dione, a potential chemiluminescent probe for singlet oxygen

  • Waldemar Adam*
  • , Xuhong qian
  • , Chantu R. Saha-Möller
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

31 Scopus citations

Abstract

As potential chemiluminescent probe for singlet oxygen, the furonaphthalimide 4 was synthesized in five steps (ca. 25% overall yield), by starting from commercially available 4-chloro-1,8-naphthalic anhydride; its photooxygenation at -10°C gave the cleavage product 6 of the intermediary dioxetane 5, which is thermally too labile for isolation and could not be detected even by low temperature NMR spectroscopy. The new 1,8-naphthalimide derivatives 3, 4 and 6 were fully characterized and their absorption and fluorescence spectral properties were determined.

Original languageEnglish
Pages (from-to)417-422
Number of pages6
JournalTetrahedron
Volume49
Issue number2
DOIs
StatePublished - 8 Jan 1993
Externally publishedYes

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