Improved synthesis of 2,2'-dibromo-9,9'-spirobifluorene and its 2,2'-bisdonor-7,7'-bisacceptor-substituted fluorescent derivatives.
Pure 2,2'-Dibromo-9,9'-spirobifluorene was synthesized by a method that did not involve troublesome dibromination of 9,9'-spirobifluorene or Sandmeyer reaction of 2,2'-diamino-9,9'-spirobifluorene. A series of donor-acceptor orthogonally substituted 9,9'-spirobifluorene was subsequently prepared showing rich variation of fluorescence in solution and in solid state. [reaction: see text]
Chiang
Chih-Long
CL
Department of Applied Chemistry, National Chiao Tung University, Hsin-Chu, Taiwan 30035.
Shu
Ching-Fong
CF
Chen
Chin-Ti
CT
D002384:Catalysis; D005449:Fluorenes / Q000138:chemical synthesis*; D005456:Fluorescent Dyes / Q000138:chemical synthesis*; D006842:Hydrocarbons, Brominated / Q000138:chemical synthesis*; D015394:Molecular Structure; D013141:Spiro Compounds / Q000138:chemical synthesis*
C511229:2,2'-dibromo-9,9'-spirobifluorene; D005449:Fluorenes; D005456:Fluorescent Dyes; D006842:Hydrocarbons, Brominated; D013141:Spiro Compounds