Anthracene-fused BODIPYs as near-infrared dyes with high photostability.
An anthracene unit was successfully fused to the zigzag edge of a boron dipyrromethene (BODIPY) core by an FeCl(3)-mediated oxidative cyclodehydrogenation reaction. Meanwhile, a dimer was also formed by both intramolecular cyclization and intermolecular coupling. The anthracene-fused BODIPY monomer 7a and dimer 7b showed small energy gaps (∼1.4 eV) and near-infrared absorption/emission. Moreover, they exhibited high photostability.
Department of Chemistry, National University of Singapore , 3 Science Drive 3, 117543 Singapore.
Lintao
L
Zeng
Chongjun
C
Jiao
Xiaobo
X
Huang
Kuo-Wei
KW
Huang
Wee-Shong
WS
Chin
Jishan
J
Wu
D000873:Anthracenes / Q000737:chemistry*; D001896:Boron Compounds / Q000138:chemical synthesis*; D019281:Dimerization; D005456:Fluorescent Dyes / Q000138:chemical synthesis*; D008958:Models, Molecular; D015394:Molecular Structure; D055668:Photochemical Processes; D019265:Spectroscopy, Near-Infrared
C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D000873:Anthracenes; D001896:Boron Compounds; D005456:Fluorescent Dyes; C034020:anthracene