In 2022,Plaza-Pedroche, Rodrigo; Fernandez-Liencres, M. Paz; Jimenez-Pulido, Sonia B.; Illan-Cabeza, Nuria A.; Achelle, Sylvain; Navarro, Amparo; Rodriguez-Lopez, Julian published an article in ACS Applied Materials & Interfaces. The title of the article was 《Excited-State Intramolecular Proton Transfer in 2-(2′-Hydroxyphenyl)pyrimidines: Synthesis, Optical Properties, and Theoretical Studies》.Safety of 2-Hydroxyphenylboronic acid The author mentioned the following in the article:
The development of fluorescence materials with switched on/off emission has attracted great attention owing to the potential application of these materials in chem. sensing. In this work, the photophys. properties of a series of original 2-(2′-hydroxyphenyl)pyrimidines were thoroughly studied. The compounds were prepared by following well-established and straightforward methodologies and showed very little or null photoluminescence both in solution and in the solid state. This absence of emission can be explained by a fast proton transfer from the OH group to the nitrogen atoms of the pyrimidine ring to yield an excited tautomer that deactivates through a nonradiative pathway. The key role of the OH group in the emission quenching was demonstrated by the preparation of 2′-unsubstituted derivatives, all of which exhibited violet or blue luminescence. Single crystals of some compounds suitable for an X-ray diffraction anal. could be obtained, which permitted us to investigate inter- and intramol. interactions and mol. packing structures. The protonation of the pyrimidine ring by an addition of trifluoroacetic acid inhibited the excited-state intramol. proton transfer (ESIPT) process, causing a reversible switch on fluorescence response detectable by the naked eye. This acidochromic behavior allows 2-(2′-hydroxyphenyl)pyrimidines to be used as solid-state acid-base vapor sensors and anticounterfeiting agents. Extensive d. functional theory and its time-dependent counterpart calculations at the M06-2X/6-31+G** level of theory were performed to rationalize all the exptl. results and understand the impact of protonation on the different optical transitions. In the experiment, the researchers used many compounds, for example, 2-Hydroxyphenylboronic acid(cas: 89466-08-0Safety of 2-Hydroxyphenylboronic acid)
2-Hydroxyphenylboronic acid(cas: 89466-08-0) belongs to acyl phenylboronic acid. Phenylboronic acid (PBA) has been used to extract β-blockers (a class of aminoalcohol-containing drugs) from aqueous solution, rat, and human plasma. Safety of 2-Hydroxyphenylboronic acid
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