title: Quest for even higher stabilized foiled carbenes.
abstract: Foiled carbene structures comprising strong stabilizing interactions between the divalent carbon and the intramolecular double bond have been located by DFT calculations. These tetracyclic species bearing fused five-membered rings impeding intramolecular rearrangements are theoretically predicted to lie in a deep potential energy well. A suitable dibromocyclopropane precursor for this type of foiled carbene has been prepared in 12 steps. Its treatment with methyllithium led to the isolation of a product of a formal carbene dimerization, a bicyclopropylidene.
authors.affiliation: Chair of Physical Organic and Structural Chemistry, Institute of Organic Chemistry, University of Vienna, Währinger Strasse 38, A-1090 Vienna, Austria.
authors.forename: Kuan-Jen
authors.initials: KJ
authors.lastname: Su
authors.forename: Mirjana
authors.initials: M
authors.lastname: Pačar
authors.forename: Jean-Luc
authors.initials: JL
authors.lastname: Mieusset
authors.forename: Vladimir B
authors.initials: VB
authors.lastname: Arion
authors.forename: Udo H
authors.initials: UH
authors.lastname: Brinker