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

Norihiro Takao, Akiko Suto, Yuichi Kondo, Koji Ishihara

Research output: Contribution to journalArticle

12 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
DOIs
Publication statusPublished - 1999 Jul 15

Keywords

  • Boronic acid
  • H-resorcinol
  • Kinetics and mechanism

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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