While alkyl-substituted siloxanes are widely known, virtually nothing is known about perfluoroalkyl siloxanes and their congener species, the silanols and silanolates. We recently reported on the tris(pentafluoroethyl)silanide ion, [Si(C F ) ] , which features Lewis amphoteric character deriving from the pentafluoroethyl substituents and their strong electron-withdrawing properties. Transferring this knowledge, we investigated the Lewis amphoteric behavior of the tris(pentafluoroethyl)silanolate, [Si(C F ) O] . In order to examine such Lewis amphoteric behavior, we first developed a strategy for the synthesis of the corresponding silanol Si(C F ) OH, which readily condenses at room temperature to the hexakis(pentafluoroethyl)disiloxane, (C F ) SiOSi(C F ) . Deprotonation of Si(C F ) OH employing a sterically demanding phosphazene base allows the characterization of the first example of a dimeric triorganosilanolate: the dianionic hexakis(pentafluoroethyl)disilanolate, [{Si(C F ) O} ] , implies Lewis amphoteric character of the monomeric [Si(C F ) O] anion.
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| http://dx.doi.org/10.1002/chem.202101845 | DOI Listing |
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