Kinetic evidence for high reactivity of 3-nitrophenylboronic acid compared to its conjugate boronate ion in reactions with ethylene and propylene glycols

Chiaki Miyamoto, Kazunori Suzuki, Satoshi Iwatsuki, Masahiko Inamo, Hideo D. Takagi, Koji Ishihara

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Abstract

The rate constants for a boronate ion were determined for the first time using the reaction systems of 3-nitrophenylboronic acid (3-NO 2PhB(OH)2) with ethylene glycol (EG) and propylene glycol (PG) in an alkaline solution: the rate constants (25°C, I = 0.10 M) for the reactions of 3-NO2PhB(OH)3- are 1.2 M -1 s-1 (EG) and 1.5 M-1 s-1 (PG), which are at least 103 times smaller than those for the reactions of 3-NO2PhB(OH)2 [1.0 × 104 M-1 s-1 (EG) and 5.8 × 103 M-1 s-1 (PG)].

Original languageEnglish
Pages (from-to)1417-1419
Number of pages3
JournalInorganic Chemistry
Volume47
Issue number5
DOIs
Publication statusPublished - 2008 Mar 3

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ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

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