Which Is Reactive in Alkaline Solution, Boronate Ion or Boronic Acid? Kinetic Evidence for Reactive Trigonal Boronic Acid in an Alkaline Solution

Abstract

That boronic acid is a reactive species toward a diol moiety even in an alkaline solution and that the boronate ion is not very reactive were demonstrated by the estimated upper limit of the rate constants for the reactions of some boronic acids with 2,2'-biphenol and 2,3-dihydroxynaphthalene in a neutral-alkaline solution, which will correct a common misunderstanding in boron chemistry and would renew the idea of effective boronic acid sensor design for carbohydrates.