title: 7:8,9:10-dibenzo-1,2,3,4-tetrafluoro- triphenylene: synthesis, structure, and photophysical properties of a novel [5]helicene.
abstract: A simple and efficient synthesis and crystallographic analysis of the partially fluorinated 7:8,9:10-dibenzo-1,2,3,4-tetrafluorotriphenylene, 1, in 59% yield is reported. Compound 1 is a blue luminescent [5]helicene in both solution and the solid state. It spontaneously forms enantiomorphous single crystals from racemic samples and exhibits slipped, face-to-face F...C(pi) contacts within the stacks of molecules.
authors.affiliation: Department of Chemistry, University of Calgary, 2500 University Drive N.W., Calgary, Alberta, Canada T2N 1N4.
authors.forename: Darryl J
authors.initials: DJ
authors.lastname: Morrison
authors.forename: Tyler K
authors.initials: TK
authors.lastname: Trefz
authors.forename: Warren E
authors.initials: WE
authors.lastname: Piers
authors.forename: Robert
authors.initials: R
authors.lastname: McDonald
authors.forename: Masood
authors.initials: M
authors.lastname: Parvez
mesh_terms: D018360:Crystallography, X-Ray; D005456:Fluorescent Dyes / Q000032:analysis / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D015394:Molecular Structure; D011083:Polycyclic Compounds / Q000032:analysis / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D005456:Fluorescent Dyes; D011083:Polycyclic Compounds; C031660:helicenes