Crystalline Water Adducts of a Dual-Site Lewis Superacidic Borane

In this contribution, we present the reactions of two
different
three-dimensional analogues of 9,10-diyhdro-9,10-diboraanthracene
(3D-DBAs), which act as dual-site Lewis superacids, with water. While
3D-DBACl (Cl on boron) readily reacts with water to yield
the first hydroxy-functionalized 3D-DBA (3D-DBAOH), the
phenyl derivative 3D-DBAPh forms a water adduct, 3D-DBAPh·(H2O)2, which is stable in THF
and H2O and has been single crystal structurally characterized.
All new compounds have been analyzed by NMR spectroscopy, single crystal
X-ray diffraction analysis and elemental analysis. Quantum chemical
calculations demonstrate the considerably high water affinity of 3D-DBAPh and the Brønsted superacidity of 3D-DBAOH and 3D-DBAPh·(H2O)2.