Abstract
AbstractAlthough boric acid (B(OH)3) and boronic acids (RB(OH)2) behave as oligomeric mixtures, these boron compounds, as well as borane, electrophilically activate carboxylic acids as a mixed anhydride under equilibrium. In particular, electron-deficient arylboronic acids are useful as Lewis or Brønsted acid catalysts. The pK a of boronic acids is in the range of 5–9, which is significantly higher than that of the strong protic acids. However, diortho-substituted arylboronic acids with electron-withdrawing groups are unstable and are easily decomposed by base-promoted protodeboronation. In this chapter, the main emphasis is upon the recent progress on boronic acid-catalyzed reactions of carboxylic acids, as well as a few other reactions which can be catalyzed by boronic acids.Keywords(Acyloxy)boronAmidationBoronic acidBrønsted acidCatalystDehydrative condensationEsterificationLewis acid
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