《General Synthesis of Trialkyl- and Dialkylarylsilylboranes: Versatile Silicon Nucleophiles in Organic Synthesis》 was published in Journal of the American Chemical Society in 2020. These research results belong to Shishido, Ryosuke; Uesugi, Minami; Takahashi, Rikuro; Mita, Tsuyoshi; Ishiyama, Tatsuo; Kubota, Koji; Ito, Hajime. Category: imidazoles-derivatives The article mentions the following:
Silylboranes R3SiBpin were prepared by transition metal-catalyzed borylation of hydrosilanes R3SiH with pinB-Bpin; versatility of silicon nucleophiles thus obtained is explored in coupling and conjugate addition reactions. Compared to carbon-based nucleophiles, the number of silicon-based nucleophiles that is currently available remains limited, which significantly hampers the structural diversity of synthetically accessible silicon-based mols. Given the high synthetic utility and ease of handling of carbon-based boron nucleophiles, silicon-based boron nucleophiles, i.e., silylboranes, have received considerable interest in recent years as nucleophilic silylation reagents that are activated by transition-metal catalysts or bases. However, the range of practically accessible silylboranes remains limited. In particular, the preparation of sterically hindered and functionalized silylboranes remains a significant challenge. Here, we report the use of rhodium and platinum catalysts for the direct borylation of hydrosilanes with bis(pinacolato)diboron, which allows the synthesis of new trialkylsilylboranes that bear bulky alkyl groups and functional groups as well as new dialkylarylsilylboranes that are difficult to synthesize via conventional methods using alkali metals. We further demonstrate that these compounds can be used as silicon nucleophiles in organic transformations, which significantly expands the scope of synthetically accessible organosilicon compounds compared to previously reported methods. Thus, the present study can be expected to inspire the development of efficient methods for novel silicon-containing bioactive mols. and organic materials with desirable properties. We also report the first 11B{1H} and 29Si{1H} NMR spectroscopic evidence for the formation of iPr3SiLi generated by the reaction of iPr3Si-B(pin) with MeLi. The results came from multiple reactions, including the reaction of 1,3-Dimesityl-1H-imidazol-3-ium chloride(cas: 141556-45-8Category: imidazoles-derivatives)
1,3-Dimesityl-1H-imidazol-3-ium chloride(cas: 141556-45-8) is a ligand for arylation of aldehydes and for carbene catalyzed intermolecular arylation of C-H bonds. It is used as a phosphine-free ligand in various metal-catalyzed coupling reactions, often with advantageous results in difficult cases.Category: imidazoles-derivatives
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem