@article {pmid24826787, title = {{B}ase-promoted protodeboronation of 2,6-disubstituted arylboronic acids}}, journal = {J. Org. Chem.}, volume = {79}, number = {11}, year = {2014}, month = {Jun}, pages = {5365{\textendash}5368}, abstract = {Facile based promoted deboronation of electron-deficient arylboronate esters was observed for arylboronates containing two ortho electron-withdrawing group (EWG) substituents. Among 30 representative boronates, only the diortho-substituted species underwent facile C-B fission in aqueous basic conditions (200 mM hydroxide). These results provide fundamental insight into deboronative mechanisms with implications for cross-coupling reactions, regioselective deuteration/tritiation for isotopic labeling, and the design of new (18)F-trifluoroborate radioprosthetics.}, author = {Lozada, J. and Liu, Z. and Perrin, D. M.} }