title: A stable enol from a 6-substituted benzanthrone and its unexpected behaviour under acidic conditions.
abstract: Treatment of benzanthrone (1) with biphenyl-2-yl lithium leads to the surprisingly stable enol 4, which is converted by dehydrogenation into the benzanthrone derivative 7. Under acidic conditions 4 isomerises to the spiro compound 11 and the bicyclo[4.3.1]decane derivative 12. Furthermore, the formation of 7 and the hydrogenated compound 13 is observed. A mechanism for the formation of the reaction products is proposed and supported by DFT calculations.
authors: Labor für Elektrooptik am Institut für Hochfrequenztechnik, Technische Universität Braunschweig, Bienroder Weg 94, 38106 Braunschweig, Germany.
authors: Marc
authors: M
authors: Debeaux
authors: Kai
authors: K
authors: Brandhorst
authors: Peter G
authors: PG
authors: Jones
authors: Henning
authors: H
authors: Hopf
authors: Jörg
authors: J
authors: Grunenberg
authors: Wolfgang
authors: W
authors: Kowalsky
authors: Hans-Hermann
authors: HH
authors: Johannes