Synthesis, Structure, and Characterization of Chromo(fluoro)ionophores with Cation-Triggered Emission Based on N-Methylaza-Crown-Ether Styryl Dyesстатья

Статья опубликована в высокорейтинговом журнале

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Статья опубликована в журнале из списка Web of Science и/или Scopus
Дата последнего поиска статьи во внешних источниках: 18 декабря 2013 г.

Работа с статьей


[1] Synthesis, structure, and characterization of chromo(fluoro)ionophores with cation-triggered emission based on n-methylaza-crown-ether styryl dyes / S. P. Gromov, S. N. Dmitrieva, A. I. Vedernikov et al. // Journal of Organic Chemistry. — 2013. — Vol. 78, no. 19. — P. 9834–9847. Novel 2-benzothiazole-, 4-pyridine-, and 2- and. 4-quinoline-based styryl dyes containing an N-methylbenzoa-za-15(18)-crown-5(6)-ether moiety were synthesized. A detailed electronic spectroscopy study revealed high performance of these compounds as optical molecular sensors for alkali and alkaline-earth metal cations. They were shown to considerably surpass analogous chromoionophores based on N-phenylaza-crown ethers regarding both the ionochromism and the cation-binding ability. In addition, they act as fluorescent sensors for the metal cations by demonstrating cation-triggered emission. Upon complexation with Ba2+, the fluorescence enhancement factor reaches 61. The structural features of dyes and their metal complexes were studied by NMR spectroscopy diffraction. The high degree of macrocycle preorganization was found to be one of the factors determining the high cation binding ability of the sensor molecules based on N-methylbenzoaza-crown ethers. and X-ray. [ DOI ]

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