1379996-99-2Relevant academic research and scientific papers
Diethyl (biscyclohexano)BODIPY dicarboxylates. Chelation of alkaline-earth metal ions and sensor properties
Tikhomirova,Khoroshutin,Anisimov
, p. 229 - 239 (2014)
meso-Aryl-substituted (biscyclohexano)bis(ethoxycarbonyl)BODIPY [aryl = phenyl, 3,4-dimethoxyphenyl, and 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13- benzopentaoxacyclopentadecin-15-yl-(m-{benzo-15-crown-5}-yl)] were synthesized. The effect of alkaline-earth metals on the absorption and fluorescence spectra of these compounds was investigated. In all compounds along with the mechanism of the photoinduced electron transfer (PET), well-known for the crown-containing BODIPY-based sensors, one more response pattern is observed. The large excess of Ca2+ and Ba2+ ions in the system leads to the changes both in the UV-Vis and emission spectra. The complex formation results in the decrease of emission intensity and in its red shift. Besides, a new longwave absorption band appears in the UV-Vis spectrum of the BODIPY-metal ion complex. The formation constants of the complexes corresponding to this response pattern is about 100 times less than the formation constant of Ca2+-crown ether complex. 1H, 13C, 11B, and 19F NMR spectra, the results of quantum-chemical calculations, and their comparison with the literature data of X-ray diffraction study suggest that the binding of Ca2+ and Ba2+ ions occurs in the cavity formed by the fluorine atoms and the carbonyl oxygen atoms of the ester groups.
Biscyclohexane-annulated diethyl dipyrrindicarboxylates: Observation of a dipyrrin form with absent visible absorption
Tikhomirova, Ksenia,Anisimov, Alexander,Khoroshutin, Andrey
experimental part, p. 2201 - 2207 (2012/06/29)
A series of 2,3;7,8-biscyclohexano-fused diethyl 5-aryldipyrrin-1,9- dicarboxylates have been synthesized [aryl = phenyl, 3,4-dimethoxyphenyl and 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecine-15-yl (m-benzo-15-crown-5)]. The obtain
