Off the Beaten Path: Almost Clean Formation of Indene from the <i>ortho</i>-Benzyne + Allyl Reaction
Morgan McCabe, Patrick Hemberger, Engelbert Reusch, András Bödi, Jordy Bouwman
Abstract
-benzyne. Indene was found to be the primary product and statistical modeling predicts only 0.1% phenylallene and 0.1% 3-phenyl-1-propyne as side products. The quantitative and likely barrierless formation of indene yields important insights into the role resonance stabilized radicals play in the formation of polycyclic hydrocarbons.
Topics & Concepts
AryneIndeneRadicalChemistryPropyneYield (engineering)PhotochemistryComputational chemistryReactive intermediateOrganic chemistryCatalysisMaterials scienceMetallurgyMolecular Spectroscopy and StructureAdvanced Chemical Physics StudiesSynthesis and Properties of Aromatic Compounds