Stereochemistry in control of photochemical reactivity: 2,6-Diaryl-4H-spiro[cyclohexane-1,2′-indene]-1′,3′,4-triones

Vladimir Lokshin, Vladimir Khodorkovsky

Research output: Contribution to journalArticlepeer-review

3 Scopus citations


Photochemical reaction of trans-2,6-diaryl-4H-spiro[cyclohexane-1,2′-indene]-1′,3′,4-triones gives rise to the formation of the ylidenephthalide derivatives as previously observed for 2,2-disubstituted 1,3-indandiones. In contrast, the respective cis-isomers afford different products originating from the unprecedented reversible cyclohexanone cycle breaking (photo-induced retro-Michael reaction). The difference between the reaction pathways does not depend on the irradiation wavelengths or the light source power and is observed both in solution and solid state.

Original languageEnglish
Pages (from-to)418-424
Number of pages7
Issue number3
StatePublished - 18 Jan 2018
Externally publishedYes


  • 1,3-Indandione
  • Photoacids
  • Photochemistry
  • Photochromism
  • Spiro-1,3-diketone

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry


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