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Boronic Acids


BoroChem's product catalogue includes an important number of boronic acids. Click here to be redirected to an overview of available boronic acids.

Boronic acids are trivalent boron-containing organic compounds that posses only alkyl substituent and two hydroxyl groups to fill the remaining valences on the boron atom. Boronic acids are the most widely used form of organoboron derivatives. Their unique reactivity profile coupled with their stability and ease of handling make boronic acids a particularly attractive class of synthetic intermediates. Moreover, their low toxicity and their ultimate degradation into the environmentally friendly boric acid allow them to be regarded as “green” compounds.

Boronic acids are often solids that tend to exist as mixtures of hydrates or free boronic acids or oligomeric anhydrides, in particular the cyclic six-membered boroxines.

Free boronic acids are quite difficult to analyze as their melting points are often more reflective of dehydration or decomposition points. The facile occurrence of gas-phase dehydration and anhydride (boroxine) formation is problematic when using GC or GC-MS. Nevertheless, free boronic acids can be conveniently analyzed by NMR spectroscopy.

Advantages of boronic acids

  • Increasing availability of reagents
  • Mild reaction conditions, air stability
  • Ease of use in both aqueous and heterogeneous conditions
  • Compatibility with a broad range of functional groups and electrophilic substituents

 

Main benefits of the use of boronic acids in Suzuki-Miyaura cross-couplings

  • Use of very small amounts of catalysts
  • Good regio- and stereoselectivity
  • Easy aqueous workup and separation of inorganic boron compounds from the reaction mixture
  • Low toxicity and environmental impact


BoroChem's product catalogue includes an important number of boronic acids. Click here to be redirected to an overview of available boronic acids.