Direct kinetic measurements for the fast interconversion process between trigonal boronic acid and tetragonal boronate ion at low temperatures

Takeshi Matsumura, Satoshi Iwatsuki, Koji Ishihara

    Research output: Contribution to journalArticle

    12 Citations (Scopus)

    Abstract

    The rate constant, k1, for the following addition reaction between 4-isopropyltropolonate (ipt-) and meta-nitrophenylboronic acid (m-NO2PhB(OH)2) in acetonitrile was measured at various temperatures by using a low-temperature stopped-flow spectrophotometer:m-NO2PhB(OH)2+ipt -⇌k-1k1m-NO2PhB(OH) 2(ipt)-;k1 = 7.9 × 104M -1 s-1 at 25°C, ΔH1*=34. 7±1.0kJmol-1,ΔS1*=-34.8±3. 8Jmol-1K-1, which indicates that the interconversion between the trigonal boronic acid and the tetrahedral boronate ion is much faster than the chelate formations for the complexation of boronic acid with bidentate ligands, but much slower than the diffusion-controlled reactions.

    Original languageEnglish
    Pages (from-to)713-716
    Number of pages4
    JournalInorganic Chemistry Communication
    Volume8
    Issue number8
    DOIs
    Publication statusPublished - 2005 Aug

    Fingerprint

    Boronic Acids
    Ions
    Addition reactions
    acids
    Kinetics
    Temperature
    Acids
    Spectrophotometers
    kinetics
    Complexation
    Rate constants
    ions
    spectrophotometers
    Ligands
    Acetonitrile
    chelates
    acetonitrile
    ligands
    temperature

    Keywords

    • 4-Isopropyltropolonate
    • Interconversion
    • Kinetics
    • m-Nitrophenylboronic acid

    ASJC Scopus subject areas

    • Biochemistry
    • Inorganic Chemistry
    • Physical and Theoretical Chemistry
    • Materials Chemistry

    Cite this

    Direct kinetic measurements for the fast interconversion process between trigonal boronic acid and tetragonal boronate ion at low temperatures. / Matsumura, Takeshi; Iwatsuki, Satoshi; Ishihara, Koji.

    In: Inorganic Chemistry Communication, Vol. 8, No. 8, 08.2005, p. 713-716.

    Research output: Contribution to journalArticle

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    keywords = "4-Isopropyltropolonate, Interconversion, Kinetics, m-Nitrophenylboronic acid",
    author = "Takeshi Matsumura and Satoshi Iwatsuki and Koji Ishihara",
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    AU - Matsumura, Takeshi

    AU - Iwatsuki, Satoshi

    AU - Ishihara, Koji

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    N2 - The rate constant, k1, for the following addition reaction between 4-isopropyltropolonate (ipt-) and meta-nitrophenylboronic acid (m-NO2PhB(OH)2) in acetonitrile was measured at various temperatures by using a low-temperature stopped-flow spectrophotometer:m-NO2PhB(OH)2+ipt -⇌k-1k1m-NO2PhB(OH) 2(ipt)-;k1 = 7.9 × 104M -1 s-1 at 25°C, ΔH1*=34. 7±1.0kJmol-1,ΔS1*=-34.8±3. 8Jmol-1K-1, which indicates that the interconversion between the trigonal boronic acid and the tetrahedral boronate ion is much faster than the chelate formations for the complexation of boronic acid with bidentate ligands, but much slower than the diffusion-controlled reactions.

    AB - The rate constant, k1, for the following addition reaction between 4-isopropyltropolonate (ipt-) and meta-nitrophenylboronic acid (m-NO2PhB(OH)2) in acetonitrile was measured at various temperatures by using a low-temperature stopped-flow spectrophotometer:m-NO2PhB(OH)2+ipt -⇌k-1k1m-NO2PhB(OH) 2(ipt)-;k1 = 7.9 × 104M -1 s-1 at 25°C, ΔH1*=34. 7±1.0kJmol-1,ΔS1*=-34.8±3. 8Jmol-1K-1, which indicates that the interconversion between the trigonal boronic acid and the tetrahedral boronate ion is much faster than the chelate formations for the complexation of boronic acid with bidentate ligands, but much slower than the diffusion-controlled reactions.

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    KW - Kinetics

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