title: Unprecedented pseudo-ortho and ortho metallation of [2.2]paracyclophanes--a methyl group matters.
abstract: The first example of a pseudo-ortho metallation on [2.2]paracyclophane is presented, giving easy access to enantiopure compounds of this type. By slight modification of the directing group, metallation of the ortho- and C2-positions is possible. The mechanism was further investigated by means of density functional theory (DFT) calculations.
authors.affiliation: Institute of Organic Chemistry, Karlsruhe Institute of Technology (KIT), Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany. braese@kit.edu.
authors.forename: Mirja
authors.initials: M
authors.lastname: Enders
authors.forename: Christian J
authors.initials: CJ
authors.lastname: Friedmann
authors.forename: Philipp N
authors.initials: PN
authors.lastname: Plessow
authors.forename: Angela
authors.initials: A
authors.lastname: Bihlmeier
authors.forename: Martin
authors.initials: M
authors.lastname: Nieger
authors.forename: Wim
authors.initials: W
authors.lastname: Klopper
authors.forename: Stefan
authors.initials: S
authors.lastname: Bräse
mesh_terms: D008670:Metals / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D011083:Polycyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D008670:Metals; D011083:Polycyclic Compounds; C515344:(2.2)paracyclophane