93131-95-4Relevant academic research and scientific papers
Contribution to the chemistry of boron. 237. Bis(benzo-1,3,2-dioxaborolanyl)oxide and 2-(o-Hydroxyphenoxy)-benzo-1,3,2-dioxaborolane. Precursors for the synthesis of catecholborane (benzo-1,3,2-dioxaborolan)
Lang, Andreas,Knizek,No?th, Heinrich,Schur,Thomann, Martina
, p. 901 - 907 (1997)
The title compounds have been prepared from B(OH)3 with catechol using different stoichiometries and were characterized by NMR spectroscopy and X-ray structure analysis. Bis(benzo-1,3,2-dioxoborolanyl)oxide, 3, has C2 point group symmetry with a wide B-O-B bond angle (135.9°) in contrast to the new catecholester of boric acid, 2-(o-hydroxyphenoxy)-benzo-1,3,2-dioxaborolane, 4, which shows an almost planar molecular structure. These molecules form infinite chains in the solid state. 2-Hydroxy-1,3,2-dioxaborolane 6 crystallizes as a OH ? O bridged dimer. 3 proved to be a good starting material for the preparation of catecholborane (C6H4O2)BH.
Role of catechol in the radical reduction of B-alkylcatecholboranes in presence of methanol
Povie, Guillaume,Villa, Giorgio,Ford, Leigh,Pozzi, Davide,Schiesser, Carl H.,Renaud, Philippe
, p. 803 - 805 (2010/06/12)
Mechanistic investigations on the previously reported reduction of B-alkylcatecholboranes in the presence of methanol led to the disclosure of a new mechanism involving catechol as a reducing agent. More than just revising the mechanism of this reaction, we disclose here the surprising role of catechol, a chain breaking antioxidant, which becomes a source of hydrogen atoms in an efficient radical chain process.
