Leong, Bi-Xiang; Lee, Jiawen; Li, Yan; Yang, Ming-Chung; Siu, Chi-Kit; Su, Ming-Der; So, Cheuk-Wai published the artcile< A Versatile NHC-Parent Silyliumylidene Cation for Catalytic Chemo- and Regioselective Hydroboration>, Application of C7H7NO2, the main research area is silyliumylidene cation catalyzed regioselective hydroboration carbon dioxide carbonyl compound; pyridine derivative regioselective hydroboration silyliumylidene cation catalyst; formoxyborane regioselective preparation; borate ester regioselective preparation; boryldihydropyridine regioselective preparation.
This study describes the 1st use of a Si(II) complex, NHC-parent silyliumylidene cation complex [(IMe)2SiH]I (1, IMe = :C{N(Me)C(Me)}2) as a versatile catalyst in organic synthesis. Complex 1 (loading: 10 mol %) was shown to act as an efficient catalyst (reaction time: 0.08 h, yield: 94%, TOF = 113.2 h-1; reaction time: 0.17 h, yield: 98%, TOF = 58.7 h-1) for the selective reduction of CO2 with pinacolborane (HBpin) to form the primarily reduced formoxyborane [pinBOC(O)H]. The activity is better than the currently available base-metal catalysts used for this reaction. It also catalyzed the chemo- and regioselective hydroboration of carbonyl compounds and pyridine derivatives to form borate esters and N-boryl-1,4-dihydropyridine derivatives with quant. conversions, resp. Mechanistic studies show that the Si(II) center in complex 1 activated the substrates and then mediated the catalytic hydroboration. Complex 1 was slightly converted into the NHC-borylsilyliumylidene complex [(IMe)2SiBpin]I (3) in the catalysis, which was also able to mediate the catalytic hydroboration.
Journal of the American Chemical Society published new progress about Boranes Role: SPN (Synthetic Preparation), PREP (Preparation) (borate esters, boryldihydropyridines). 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Application of C7H7NO2.