title: An Oxidative Macrobicyclic Ring Opening of a Triptycene to a Highly Functionalized Fluorene Derivative.
abstract: The treatment of hexamethoxytriptycenes with nitric acid leads to an unprecedented oxidative ring opening of the triptycene scaffold, resulting in a new class of fluorene derivatives with a nitroquinone unit. Preliminary investigations of the influence of chain length of alkyl substituents at the triptycene bridgeheads to the reaction have been performed, revealing that exclusively the methyl-substituted hexamethoxytriptycene does not undergo an oxidative ring opening reaction.
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg , Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
authors.forename: Kevin
authors.initials: K
authors.lastname: Baumgärtner
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg , Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
authors.forename: Frank
authors.initials: F
authors.lastname: Rominger
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg , Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
authors.forename: Michael
authors.initials: M
authors.lastname: Mastalerz