title: Triptycene quinones in synthesis: preparation of triptycene cyclopentenedione and its reactivity as a dienophile.
abstract: Triptycenene quinone 1 was converted to triptycene cyclopentenedione 5 through hydroxyquinone-phenyliodonium ylide formation and thermal ring contraction of the latter. Cyclopentenedione 5 reacts as a dienophile and as a dipolarophile with dienes and nitrile oxides, affording polycyclic adducts bearing the triptycene moiety.
authors.affiliation: Laboratory of Organic Chemistry, Department of Chemistry, University of Thessaloniki, Thessaloniki 54006, Greece. sspyr@chem.auth.gr
authors.forename: Spyros
authors.initials: S
authors.lastname: Spyroudis
authors.forename: Nikoletta
authors.initials: N
authors.lastname: Xanthopoulou