Boronic acids
Boronic acids are derivatives of boric acid in which one hydroxyl group is substituted by an organyl group . They are therefore one of the organic boron compounds . Furthermore, boronic acids are Lewis acids .
A unique feature of boronic acids is that they can form reversible covalent complexes together with saccharides , amino acids and hydroxamic acids . The p K s values of boronic acids are around 9. They can, however, also occur in the form of tetrahedral borate complexes whose p K s is ~ 7.
Typical applications for boronic acids are the connection to saccharides for fluorescence detection or the selective transport through membranes . Boronic acids are used in organic chemistry to combine organic substances using Suzuki coupling . They are also used for transmetalation .
Bortezomib is a boronic acid that is used in chemotherapy .
Individual evidence
- ↑ Otto-Albrecht Neumüller (Ed.): Römpps Chemie-Lexikon. Volume 1: A-Cl. 8th revised and expanded edition. Franckh'sche Verlagshandlung, Stuttgart 1979, ISBN 3-440-04511-0 , p. 497.
- ↑ Norio Miyaura, Akira Suzuki, Stereoselective synthesis of arylated (E) -alkenes by the reaction of alk-1-enylboranes with aryl halides in the presence of palladium catalyst , J. Chem. Soc., Chem. Commun. 1979 , issue 19, pp. 866-867.
- ↑ Norio Miyaura, Kinji Yamada and Akira Suzuki, A new stereospecific cross-coupling by the palladium-catalyzed reaction of 1-alkenylboranes with 1-alkenyl or 1-alkynyl halides , Tetrahedron Letters 1979 , Volume 20, Issue 36, p. 3437– 3440.