Electrochemical Cleavage of the Carbon–Boron Bond in p-Acetamidophenylboronic Acid at Neutral pH Conditions

Herein, it is reported that p-acetamidophenylboronic acid can be electrolytic cleavage of the carbon–boron bond to p-acetamidophenol at an electric potential of 1.2 V vs. Ag/AgCl in 100 mM phosphate buffer of pH 7.4 (containing 10% acetonirile). The electrochemical reaction was investigated by HPLC,...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 2021/12/01, Vol.69(12), pp.1206-1208
Hauptverfasser: Sato, Katsuhiko, Watanabe, Kazuhiro, Sugiyama, Kyoko, Komatsu, Sachiko, Fujimura, Tsutomu
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Sprache:eng
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Zusammenfassung:Herein, it is reported that p-acetamidophenylboronic acid can be electrolytic cleavage of the carbon–boron bond to p-acetamidophenol at an electric potential of 1.2 V vs. Ag/AgCl in 100 mM phosphate buffer of pH 7.4 (containing 10% acetonirile). The electrochemical reaction was investigated by HPLC, LC with tandem mass spectrometry, and cyclic voltammetry. This electrochemical reaction could be useful in the development of electrical controlled drug delivery systems under neutral pH conditions.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.c21-00485