@article{LiuKoleBudimanetal.2021,
  author    = {Liu, Zhiqiang and Kole, Goutam Kumar and Budiman, Yudha P. and Tian, Ya-Ming and Friedrich, Alexandra and Luo, Xiaoling and Westcott, Stephen A. and Radius, Udo and Marder, Todd B.},
  title     = {Transition metal catalyst-free, base-promoted 1,2-additions of polyfluorophenylboronates to aldehydes and ketones},
  series = {Angewandte Chemie International Edition},
  volume    = {60},
  journal   = {Angewandte Chemie International Edition},
  number    = {30},
  doi       = {10.1002/anie.202103686},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-256487},
  pages     = {16529-16538},
  year      = {2021},
  abstract  = {A novel protocol for the transition metal-free 1,2-addition of polyfluoroaryl boronate esters to aldehydes and ketones is reported, which provides secondary alcohols, tertiary alcohols, 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 commercially 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.},
  language  = {en}
}