In 2019,ACS Catalysis included an article by Zhao, Qun; Zhang, Jin; Szostak, Michal. Application In Synthesis of 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane. The article was titled 《Ruthenium(0)-Catalyzed Cross-Coupling of Anilines with Organoboranes by Selective Carbon-Nitrogen Cleavage》. The information in the text is summarized as follows:
Selective activation of neutral carbon-nitrogen bonds is of great synthetic importance, because amines are among the most prevalent motifs across organic and bioactive mols. Herein, we report the Ru(0)-catalyzed selective cleavage of neutral C(aryl)-N bonds in generic aniline derivatives enabled by a combination of Ru3(CO)12 and an imino auxiliary. These mild conditions provide a direct route to high-value biaryl ketones and biaryl aldehydes after facile in situ hydrolysis. A broad range of organoboranes and anilines can be coupled with high C-N cleavage selectivity. Most crucially, the reaction achieves exquisite selectivity for activation of C(aryl)-N bonds in the presence of typically more kinetically favorable C(aryl)-H bonds. The method provides a strategy for the construction of functionalized terphenyls by exploiting orthogonal properties of the Ru(0) catalyst system and traceless nucleophilic properties of anilines. In the experiment, the researchers used many compounds, for example, 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Application In Synthesis of 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane)
4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6) can be used as a substrate in the study of Suzuki–Miyaura coupling of various aryl iodides over SiliaCat Pd(0).Application In Synthesis of 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane
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