The chemiexcitation of the chemiluminescence of lophine peroxide anions via a partially cyclic transition state

Gonghao Lu, Jun Wada, Takashi Kimoto, Hiroshi Iga, Hideki Nishigawa, Masaru Kimura, Zhizhi Hu

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

It was shown that acyclic intermediates play a role in the chemiexcitation of the chemiluminescence (CL) of lophine peroxides in addition to the dioxetane intermediates. Because the CL efficiencies of position-isomers (R)-9 and (R)-10, which theoretically give the common dioxetane intermediate, were different, the different CL efficiencies are attributable to the CL mechanism involving a partially cyclic transition structure at the chemiexcitation step. The study of isomeric 2-phenyl-4-p-X-phenyl-5-p-Y-phenyl-4-silylated peroxy-isoimidazals [(R)-9: X = CF3, Y = F and (R)-10: X = F, Y = CF3] confirmed the existence of lophine peroxide anion intermediates in the chemiluminescence of lophine peroxides in addition to the dioxetane intermediates.

Original languageEnglish
Pages (from-to)1212-1219
Number of pages8
JournalEuropean Journal of Organic Chemistry
Volume2014
Issue number6
DOIs
Publication statusPublished - Feb 1 2014

Keywords

  • Anions
  • Charge transfer
  • Luminescence
  • Peroxides
  • Reaction mechanisms
  • Reactive intermediates

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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