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• W4200428741 abstract "• The luminescence intensity remarkably varied with the addition of boric acid to a solution of β -diketone containing 4-methoxyphenyl groups, however luminescence intensity gradually decreased with time because of the tautomerization of the enol form of β-diketone to its keto form. • Nine b -diketonatone–BF 2 compounds that contained 4-dimethylaminophenyl or 4-methoxyphenyl group and catechol or salicylic acid moiety as the reaction site were synthesized. • β -Diketonatone–BF 2 compounds 3 and 7 that contain 4-NMe 2 Ph group and catechol moiety can be used to determine boric acid concentrations > ca. 2 × 10 –4 M via the fluorometry and absorptiometry, respectively. In this study, we attempted to develop a new boron quantification reagent using β-diketones, because β-diketones often exhibit strong absorption and luminescence and react with boric acid. The luminescence intensity remarkably varied with the addition of boric acid to a solution of β-diketone containing 4-methoxyphenyl groups. However, luminescence intensity gradually decreased with time because of the tautomerization of the enol form of β-diketone to its keto form. Therefore, in this study, we synthesized novel β-diketone–BF 2 compounds in which the β-diketone site was cross-linked with BF 2 to avoid changes in the luminescence intensity owing to the keto-enol tautomerization. We introduced a catechol moiety as a reaction site with boron and examined their effectiveness in quantifying boron using absorption and emission spectroscopy. Furthermore, the synthesized β-diketone–BF 2 compounds ( 1 – 9 ) that contained 4-dimethylaminophenyl (4-NMe 2 Ph) or 4-methoxyphenyl (4-MeOPh) group and catechol or salicylic acid moiety as the reaction site, were characterized using various analytical methods. No correlation was observed between the p K a values of β-diketone–BF 2 compounds and the formation constants for the reactions with boric acid (log K 1 ). Additionally, quantification limit estimation carried out using absorption and emission spectroscopy suggested that β-diketone–BF 2 compounds 3 and 7 , which contain 4-NMe 2 Ph group and catechol moiety, can be used to determine boric acid concentrations > ca. 2 × 10 –4 M. This study demonstrated the usefulness of the β-diketone-BF 2 compound as a colorimetric and fluorescence quantifying reagent for boric acid. Change in the fluorescence spectra of compound 3 with C B ( OH ) 3 at pH 8.54, 25 °C, and I = 0.10 M in 2:1 (v/v) CH 3 CN–H 2 O. β-Diketonatone–BF 2 compound 3 that contains 4-NMe 2 Ph group and catechol moiety can be used to determine boric acid concentrations > ca. 2 × 10 –4 M." @default.
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• W4200428741 date "2021-12-01" @default.
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• W4200428741 title "Colorimetric and fluorometric determination of boron using β-diketone–BF2 compounds containing catechol moiety" @default.
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• W4200428741 doi "https://doi.org/10.1016/j.talo.2021.100076" @default.
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