Generation and Applications of the Hydroxide Trihydrate Anion, [OH(OH ) ] , Stabilized by a Weakly Coordinating Cation

Overview

Journal Angew Chem Int Ed Engl

Specialty Chemistry

Date 2019 Aug 3

PMID 31373109

Citations 10

Authors

Robin F Weitkamp

Beate Neumann

Hans-Georg Stammler

Berthold Hoge

Affiliations

Soon will be listed here.

Abstract

The reaction of a strongly basic phosphazene (Schwesinger base) with water afforded the corresponding metastable hydroxide trihydrate [OH(OH ) ] salt. This is the first hydroxide solvate that is not in contact with a cation and furthermore one of rare known water-stabilized hydroxide anions. Thermolysis in vacuum results in the decomposition of the hydroxide salt and quantitative liberation of the free phosphazene base. This approach was used to synthesize the Schwesinger base from its hydrochloride salt after anion exchange in excellent yields of over 97 %. This deprotonation method can also be used for the phosphazene-base-catalyzed preparation of the Ruppert-Prakash reagent Me SiCF using fluoroform (HCF ) as the trifluoromethyl building block and sodium hydroxide as the formal deprotonation agent.

Citing Articles

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Tris(pentafluoroethyl)silanol Derivatives and the Lewis Amphoteric Tris(pentafluoroethyl)silanolate Anion, [Si(C F ) O].

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Phosphorus-Containing Superbases: Recent Progress in the Chemistry of Electron-Abundant Phosphines and Phosphazenes.

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Evidence of the Lewis-Amphoteric Character of Tris(pentafluoroethyl)silanide, [Si(C F ) ].

Tiessen N, Kessler M, Neumann B, Stammler H, Hoge B Angew Chem Int Ed Engl. 2021; 60(21):12124-12131.

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Non-coordinated and Hydrogen Bonded Phenolate Anions as One-Electron Reducing Agents.

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PMID: 33368714 PMC: 8247865. DOI: 10.1002/chem.202005123.

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