Bulky Polyfluorinated Terphenyldiphenylboranes: Water Tolerant Lewis Acids

Chemistry. 2021 Mar 1;27(13):4327-4331. doi: 10.1002/chem.202005367. Epub 2021 Feb 3.

Abstract

Protocols for the synthesis of the bulky polyfluorinated triarylboranes 2,6-(C6 F5 )2 C6 F3 B(C6 F5 )2 (1), 2,6-(C6 F5 )2 C6 F3 B[3,5-(CF3 )2 C6 H3 ] (2), 2,4,6-(C6 F5 )3 C6 H2 B(C6 F5 )2 (3), 2,4,6-(C6 F5 )3 C6 H2 B[3,5-(CF3 )2 C6 H3 ] (4) were developed. All boranes are water tolerant and according to the Gutmann-Beckett method, 1-3 display Lewis acidities larger than that of the prominent B(C6 F5 )3 .

Keywords: Lewis acids; fluorinated compounds; kinetic stabilization; terphenyl; water tolerant boranes.