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Use of Acetylene Gas as Dienophile in a Diels–Alder Reaction
Diels–Alder Cycloaddition of Acetylene Gas to a Polycyclic Aromatic Hydrocarbon Bay Region.
Chem. Commun. 2012;
19 September 2012 (online)
The use of acetylene gas as the dienophile in a cycloaddition Diels–Alder reaction to the bay region of a polyaromatic hydrocarbon is reported for the first time.
The sequence of cycloaddition followed by hydrogen elimination–rearomatization utilizing acetylene might prove to be a useful tool in the preparation of larger polyaromatic hydrocarbons, such as uniform carbon nanotubes, from small hydrocarbon templates.