Solid-State Emissive BODIPY Dyes with Bulky Substituents As Spacers

Ozdemir, Tugba
Atilgan, Serdar
Kutuk, Ilker
Tulek, Abdullah
AKKAYA, Engin Umut
Bright fluorescence of the BODIPY dyes, just like most other fluorophores, is quenched in the solid state due to reabsorption and self-quenching. However, introduction of bulky tert-butyl substituents on the meso-phenyl groups result in more spaced packing in the solid state, resulting in highly luminescent powders and films.


Water-soluble green perylenediimide (PDI) dyes as potential sensitizers for photodynamic therapy
Yukruk, F; Dogan, AL; Canpinar, H; Guc, D; Akkaya, EU (American Chemical Society (ACS), 2005-07-07)
A series of water-soluble green perylenediimide (PDI) dyes have been synthesized. On red light excitation, these dyes were shown to be efficient generators of singlet oxygen, and in cell culture media, they were shown to display significant light-induced cytotoxic effects on the human erythroleukemia cell line (K-562). It appears that highly versatile PDI dyes are likely to find new applications in photodynamic therapy.
Bis(2-pyridyl)-substituted boratriazaindacene as an NIR-emitting chemosensor for Hg(II)
Coskun, Ali; Yilmaz, M. Deniz; Akkaya, Engin U. (American Chemical Society (ACS), 2007-02-15)
Aryl-substituted boratriazaindacenes (Aza-Bodipy's) are a new class of dyes with long wavelength absorption and emissions. We now report the first application of these dyes in metal ion sensing. 2-Pyridyl substituents at positions 1 and 7 create a well-defined pocket for metal ion binding. The chemosensor described here is selective for Hg(II) ions, and both absorption and emission spectra display large changes that would allow ratiometric sensing.
Phenylethynyl-BODIPY Oligomers: Bright Dyes and Fluorescent Building Blocks
Cakmak, Yusuf; AKKAYA, Engin Umut (American Chemical Society (ACS), 2009-01-01)
Boradiazaindacene dyes were converted Into phenylethynyl-BODIPY oligomers via a cycle of reactions, notably including Sonogashira couplings. As expected, as the number, n, of repeating units Increases, peak absorption and emission wavelengths are shifted to the red end of the visible spectrum, albeit with smaller increments as n Increases, Decyl groups help to keep the solubility remarkably high, and in addition to being very bright red-emitting fluorophores, their rigid rod-like structures could allow thei...
Optical and vibrational properties of nickel integrated germanium Zintl ion clusters
Ogun, Esra; Esentürk, Okan; Nalbant Esentürk, Emren (Elsevier BV, 2019-05-01)
Vibrational and optical properties of Ni-Ge clusters ([Ni2Ge9(PPh3)](2-), [Ni6Ge13(CO)(5)](4-)) have been investigated via UV-Vis, FTIR, and Fluorescence spectroscopies. Moreover, frequency and time-dependent (TD) electronic transition calculations have been performed to better characterize experimental findings, due to the scarcity of vibrational and optical spectroscopic studies on these type of clusters in the literature. UV-Vis spectroscopic analyses demonstrate a broad absorption band, with a maximum a...
Benzaldehyde lyase-catalyzed enantioselective carboligation of aromatic aldehydes with mono- and dimethoxy acetaldehyde
Demir, Ayhan Sıtkı; Sesenoglu, O; Dunkelmann, P; Muller, M (American Chemical Society (ACS), 2003-06-12)
Benzaldehyde lyase from the Pseudomonas fluorescens catalyzes the reaction of aromatic aldehydes with methoxy and dimethoxy acetaldehyde and furnishes (R)-2-hydroxy-3-methoxy-1-arylpropan-1-one and (R)-2-hydroxy-3,3-dimethoxy-1-arylpropan-1-one in high yields and enantiomeric excess via acyloin linkage. Aromatic aldehydes and benzoins are converted into enamine-carbanion-like intermediates prior to carboligation.
Citation Formats
T. Ozdemir et al., “Solid-State Emissive BODIPY Dyes with Bulky Substituents As Spacers,” ORGANIC LETTERS, pp. 2105–2107, 2009, Accessed: 00, 2020. [Online]. Available: