Mechanistic study on the reaction of boronic acids with H-resorcinol

Norihiro Takao, Akiko Suto, Yuichi Kondo, Koji Ishihara

    Research output: Contribution to journalArticle

    11 Citations (Scopus)

    Abstract

    Kinetics for the reaction of m-nitrophenyl- (m-NO2Ph-), phenyl- (Ph-), methyl(Me-), and n-butyl- (n-Bu-) boronic acids with H-resorcinol has been studied at various temperatures and pressures. The pseudo first-order rate constant (kobs) exhibited saturation in the plot of kobs against the total boronic acid concentration (CB) for the reactions of m-NO2PhB(OH)2 and PhB(OH)2, while the plot was linear for the reactions of MeB(OH)2 and n-BuB(OH)2, which leads to the following equations, respectively: kobs=k*KCB/(1+KCB) and kobs=k*KCB=kfCB. It was experimentally shown that the reaction of boronic acids with H-resorcinol proceeds with rate determining second chelate-ring closure.

    Original languageEnglish
    Pages (from-to)222-227
    Number of pages6
    JournalInorganica Chimica Acta
    Volume290
    Issue number2
    Publication statusPublished - 1999 Jul 15

    Fingerprint

    Boronic Acids
    acids
    Acids
    plots
    Rate constants
    chelates
    closures
    Pressure
    Kinetics
    Temperature
    saturation
    resorcinol
    rings
    kinetics
    temperature

    Keywords

    • Boronic acid
    • H-resorcinol
    • Kinetics and mechanism

    ASJC Scopus subject areas

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

    Cite this

    Mechanistic study on the reaction of boronic acids with H-resorcinol. / Takao, Norihiro; Suto, Akiko; Kondo, Yuichi; Ishihara, Koji.

    In: Inorganica Chimica Acta, Vol. 290, No. 2, 15.07.1999, p. 222-227.

    Research output: Contribution to journalArticle

    Takao, Norihiro ; Suto, Akiko ; Kondo, Yuichi ; Ishihara, Koji. / Mechanistic study on the reaction of boronic acids with H-resorcinol. In: Inorganica Chimica Acta. 1999 ; Vol. 290, No. 2. pp. 222-227.
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