Generation and Applications of the Hydroxide Trihydrate Anion, [OH(OH2 )3 ]- , Stabilized by a Weakly Coordinating Cation

Angewandte Chemie
Robin F WeitkampBerthold Hoge

Abstract

The reaction of a strongly basic phosphazene (Schwesinger base) with water afforded the corresponding metastable hydroxide trihydrate [OH(OH2 )3 ]- 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 Me3 SiCF3 using fluoroform (HCF3 ) as the trifluoromethyl building block and sodium hydroxide as the formal deprotonation agent.

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Citations

Dec 14, 2019·Angewandte Chemie·Robin F WeitkampBerthold Hoge
Jul 15, 2020·Angewandte Chemie
Aug 11, 2020·Chemistry : a European Journal·Robin F WeitkampBerthold Hoge
Nov 13, 2020·Chemistry : a European Journal·Robin F WeitkampBerthold Hoge
Dec 29, 2020·Chemistry : a European Journal·Robin F WeitkampBerthold Hoge

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Methods Mentioned

BETA
NMR

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