Journal
CHEMISTRYOPEN
Volume 5, Issue 5, Pages 434-438Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/open.201600059
Keywords
5-aminothiazoles; absorption; fluorescent dyes; Lewis acids and bases; white-light emission
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Funding
- MEXT [2408, 15H00933, 24109013]
- Japan Science and Technology Agency (JST)
- Grants-in-Aid for Scientific Research [24109013, 16H04110, 15H00933, 15H03777] Funding Source: KAKEN
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Solutions of 5-N-arylaminothiazoles containing pyridyl groups exhibited clear halochromism and halofluorism upon addition of Bronsted and Lewis acids. The addition of triflic acid to solutions of 5-N-arylaminothiazoles in Et2O induced bathochromic shifts of the absorption and emission bands. DFT calculations suggested that the spectral changes arise from the protonation of the pyridyl group of the thiazoles in Et2O. Single-crystal X-ray diffraction analysis of a thiazole and its protonated form revealed the change of the conformation around the thiazole ring. The emission of white light was accomplished from a single fluorescent dye by adjusting the ratio of dye and B(C6F5)(3), whereby the International Commission on Illumination coordinates showed a linear change from blue to orange.
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