期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 28, 期 53, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202201844
关键词
excited-state intramolecular proton transfer; fluorescence; hydrogen bonds; synthesis; triarylpyridines
资金
- University of Aveiro [UIDB/50006/2020]
- FCT/MEC [UIDB/50006/2020]
- Centro 2020 [UIDB/50006/2020]
- Portugal2020 [UIDB/50006/2020]
- COMPETE program [UIDB/50006/2020]
- European Union (FEDER program) [UIDB/50006/2020]
- FCT/MCTES [UID/CTM/50011/2019, UIDB/50011/2020, UIDP/50011/2020]
- PAGE project Protein aggregation across the lifespan [CENTRO-01-0145-FRDER-000003]
- national funds (OE), through FCT, I.P. [4, 5, 6]
- FCT [SFRH/BD/150663/2020]
- Fundação para a Ciência e a Tecnologia [SFRH/BD/150663/2020] Funding Source: FCT
This paper investigates the influence of ESIPT groups on emission spectra and their sensitivity to pH variations. The assignment of each emission band was successfully made by using DFT and td-DFT calculations. The study emphasizes the versatility of triphenylpyridines and the synthesis method.
The dynamic nature of excited-state intramolecular proton transfer (ESIPT) and its effect on emission spectra is an attractive strategy to create multi-emissive dyes. Here we describe the behavior of a series of hydrogen-bonded triphenylpyridines with a set of donor-acceptor combinations that allowed us to perceive the influence of each substitution on the photophysical properties of the dyes. The susceptibility of these ESIPT moieties to pH variations was also studied, elucidating that the level of protonation had a significant effect on the emission color. The assignment of each emission band was made by using DFT and td-DFT calculations that were in agreement with the experimental results. This study emphasizes the versatility of triphenylpyridines that can be synthesized effortlessly with a logical and independent C-2, C-4 and C-6 substitution in order to have the desired ESIPT modulation and subsequent multi-emission response.
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