7:8,9:10-dibenzo-1,2,3,4-tetrafluoro- triphenylene: synthesis, structure, and photophysical properties of a novel [5]helicene.
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.
Morrison
Darryl J
DJ
Department of Chemistry, University of Calgary, 2500 University Drive N.W., Calgary, Alberta, Canada T2N 1N4.
Trefz
Tyler K
TK
Piers
Warren E
WE
McDonald
Robert
R
Parvez
Masood
M
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
D005456:Fluorescent Dyes; D011083:Polycyclic Compounds; C031660:helicenes