Liu, Zhiqiang; Kole, Goutam Kumar; Budiman, Yudha P.; Tian, Ya-Ming; Friedrich, Alexandra; Luo, Xiaoling; Westcott, Stephen A.; Radius, Udo; Marder, Todd B. published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Transition Metal Catalyst-Free, Base-Promoted 1,2-Additions of Polyfluorophenylboronates to Aldehydes and Ketones》.Category: alcohols-buliding-blocks The article contains the following contents:
A novel protocol for the transition metal-free 1,2-addition of polyfluoroaryl boronate esters to aldehydes and ketones is reported, which provides secondary alcs., tertiary alcs., and ketones. Control experiments and DFT calculations indicate that both the ortho-F substituents on the polyfluorophenyl boronates and the counterion K+ in the carbonate base are critical The distinguishing features of this procedure include the employment of com. available starting materials and the broad scope of the reaction with a wide variety of carbonyl compounds giving moderate to excellent yields. Intriguing structural features involving O-H···O and O-H···N hydrogen bonding, as well as arene-perfluoroarene interactions, in this series of racemic polyfluoroaryl carbinols have also been addressed. Thus, e.g., pentafluorophenyl-Bpin + PhCHO → PhCH(OH)-C6F5 (92%) in presence of K2CO3 in toluene. In the part of experimental materials, we found many familiar compounds, such as 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Category: alcohols-buliding-blocks)
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).Category: alcohols-buliding-blocks
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts