Locked energy of axial to equatorial transformation monitored by exciplex and excimer fluorescence

Manikandan Kadirvel, Elena V. Bichenkova, Antony D'Emanuele, Sally Freeman

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

2-O-tert-Butyldimethylsilyl-4,6-bispyrenoyl-myo-inositol-1,3,5-orthoformate (1) and 2-O-tert-butyldimethylsilyl-4-[(4-dimethylamino)benzoyl]-6-pyrenoyl- myo-inositol-1,3,5-orthoacetate (2) adopt unstable chair conformations with five substituents axial, in which the aromatic esters participate in π-stacking, and give excimer and exciplex fluorescence, respectively. Upon addition of acid, the orthoformate/orthoacetate lock is cleaved, which allows the inositol ring to switch to the more stable penta-equatorial chair conformation, with loss of exciplex/excimer fluorescence.

Original languageEnglish
Pages (from-to)868-869
Number of pages2
JournalChemistry Letters
Volume35
Issue number8
Early online date1 Jul 2006
DOIs
Publication statusPublished - 5 Aug 2006

ASJC Scopus subject areas

  • Chemistry(all)

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