Synthesis and properties of novel fluorescent switches.
[reaction: see text] Photochromic dithienylethene moieties were covalently attached to fluorescent 4,4-difluoro-8-(4'-iodophenyl)-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene (iodo-BODIPY) via a phenylacetylene linker. UV light induced isomerization of the photochrome results in significant decrease in fluorescence intensity. This fluorescence can be recovered with visible light. Steady-state fluorescence measurements demonstrate that the emission of the dye can be modulated by external light. An intramolecular energy transfer mechanism accounts for the fluorescence quenching in the UV light produced isomers.
Center for Photochemical Sciences, Bowling Green State University, Bowling Green, Ohio 43403, USA.
Tatiana A
TA
Golovkova
Denis V
DV
Kozlov
Douglas C
DC
Neckers
D000114:Acetylene / Q000031:analogs & derivatives / Q000737:chemistry; D001896:Boron Compounds / Q000138:chemical synthesis*; D005030:Ethylenes / Q000737:chemistry; D005456:Fluorescent Dyes / Q000138:chemical synthesis*; D007536:Isomerism; D008027:Light; D015394:Molecular Structure; D013050:Spectrometry, Fluorescence
C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D001896:Boron Compounds; D005030:Ethylenes; D005456:Fluorescent Dyes; C044736:phenylacetylene; D000114:Acetylene