Bimanes VIII: Photophysical properties of syn- and anti-1,5-diazabicyclo[3.3.0] octadienediones (9,10-dioxabimanes)

Edward M. Kosower*, Hannah Kanety, Hanna Dodiuk

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

Photophysical data for syn- and anti-1,5-diazabicyclo[3.3.0] octadienediones (9,10-dioxabimanes ((R2, R1)B)), a new class of small heterocyclic molecules, are reported. The syn and anti isomers differ greatly in the positions of the absorption maxima (λmax(syn) ≫ λmax(anti)), the solvent sensitivities of the absorption maxima (that of the syn isomer is greater than that of the anti isomer), the fluorescence quantum yields (φF(syn) ≫ φF (anti)), the phosphorescence quantum yields (φP(syn) ≪ φP(anti)), but they exhibit similar changes in some of these properties with respect to changes in substitution. The 4,6-bridged syn-bimanes absorb at shorter wavelengths than unbridged compounds do, but they fluoresce at similar wavelengths. The phosphorescence of the anti-(R2, R1)B appears at shorter wavelengths and has a somewhat shorter lifetime than that of the corresponding syn-(R2, R1)B.

Original languageEnglish
Pages (from-to)171-182
Number of pages12
JournalJournal of Photochemistry
Volume21
Issue number2
DOIs
StatePublished - 1983

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