The rearrangement of fluorenylideneallene oxide. A DFT study.
[reaction: see text] Density functional calculations indicate that the rearrangement of fluorenyl allene oxide to the spiro fluorenyl cyclopropanone proceeds through the reactive intermediate fluorenyl oxyallyl. The calculated energetics of this conversion are in agreement with that observed experimentally. The spiro fluorenyl cyclopropanone was calculated to have a low activation energy for its conversion to fluorene and carbon monoxide.
Hess
B Andes
BA
Department of Chemistry, Vanderbilt University, Nashville, Tennessee 37235, USA. hessba@ctrvax.vanderbilt.edu
D000466:Alkadienes / Q000737:chemistry*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D005449:Fluorenes / Q000737:chemistry*; D007202:Indicators and Reagents; D007536:Isomerism; D015394:Molecular Structure
D000466:Alkadienes; D005449:Fluorenes; D007202:Indicators and Reagents; C446679:fluorenylideneallene oxide