40554-71-0Relevant academic research and scientific papers
4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dyes modified for extended conjugation and restricted bond rotations
Chen, Jiong,Burghart, Armin,Derecskei-Kovacs, Agnes,Burgess, Kevin
, p. 2900 - 2906 (2000)
Five new, constrained, aryl-substituted 4,4-difluoro-4-bora-3a,4a-diaza- s-indacene (BODIPY) dyes (3f,g and 4h-j) were prepared and investigated to see if they have more favorable fluorescence characteristics than the unconstrained systems 2 that were prepared in previous studies. Dye types 3 and 4 have relatively rigid conformations caused by the heteroatom (3f and 3g) or ethylene bridge (4h-j) linkers that preclude free rotation of the substituted-benzene molecular fragments. In the event, the new dye types 3 and 4 have longer λ(max abs) (620-660 nm) and λ(max fluor) (630-680 nm) values than compounds 2. They also exhibit higher extinction coefficients (> 100 000 M-1 cm-1, except for 3g). Their fluorescent quantum yields are high (up to 0.72 for 4j), with the exception of compound 3g, which has a quantum yield of only 0.05. The redox properties of dyes 3 and 4 have also been examined.
