An 11B NMR spectroscopy investigation of the mechanism of the reduction of nitriles by BH3·SMe2

Kinetics and mechanism of hydroboration reactions of HBBr2·SMe2 and HBCl2·SMe2 – Application of 11B NMR spectroscopy

“…Standard techniques for handling of air-and moisturesensitive materials were used [26]. HBBr 2 AE SMe 2 (1 M solution in CH 2 Cl 2 ) and HBCl 2 AE SMe 2 (in excess Me 2 S) were purchased from Sigma-Aldrich and used as supplied.…”

“…11 B NMR spectroscopy has also been shown to be an invaluable qualitative and analytical tool for many studies [19][20][21][22][23][24][25]. Yet, despite all these applications, 11 B NMR spectroscopy has not been exploited in the direct investigation of kinetic and mechanistic aspects of the hydroboration reaction, up until a recent publication by Jaganyi and Mzinyati [26].…”

Hydroboration and Diboration of Imines

“…Indeed, early work in this area has shown that addition of diborane to acetonitrile gave ethylborazine, (EtNBH) 3 , in 35 -40% yield (Scheme 12.15 ) [72,73] along with a number of carboraza bicyclic systems [74] . More recently, computational [75] and 11 B NMR spectroscopy [76] studies have investigated the mechanism of the reduction of nitriles using boranes, indicating an overall associative pathway for the case of acrylonitrile.…”

Borane - A Mild, Selective, and Convenient Reducing Agent

“…2 Actually, advances in borane thermal properties and stability, 3 asymmetric reduction using borane in situ, 4 and kinetic and mechanistic studies 5 are successfully reported in the literature.…”