Perfluorinated Trialkoxysilanol with Dramatically Increased Brønsted Acidity

Chemistry. 2021 Nov 17;27(64):15898-15902. doi: 10.1002/chem.202103177. Epub 2021 Oct 14.

Abstract

The Brønsted acidity of the perfluorinated trialkoxysilanol {(F3 C)3 CO}3 SiOH is more than 13 orders of magnitude higher than that of orthosilicic acid, Si(OH)4 , and even more for most previously known silanols. It is easily deprotonated by simple amines and pyridines to give the conjugate silanolates [OSi{OC(CF3 )3 }3 ]- , which possess extremely short Si-O bonds, comparable to those of silanones.

Keywords: Brønsted acid; acidity; fluorine; silanol; silicon.