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Acid Catalysis with Alkane/Water Microdroplets in Ionic Liquids.

ABSTRACT: Ionic liquids are composed of an organic cation and a highly delocalized perfluorinated anion, which remain tight to each other and neutral across the extended liquid framework. Here we show that n-alkanes in millimolar amounts enable a sufficient ion charge separation to release the innate acidity of the ionic liquid and catalyze the industrially relevant alkylation of phenol, after generating homogeneous, self-stabilized, and surfactant-free microdroplets (1-5 μm). This extremely mild and simple protocol circumvents any external additive or potential ionic liquid degradation and can be extended to water, which spontaneously generates microdroplets (ca. 3 μm) and catalyzes Brönsted rather than Lewis acid reactions. These results open new avenues not only in the use of ionic liquids as acid catalysts/solvents but also in the preparation of surfactant-free, well-defined ionic liquid microemulsions.

SUBMITTER: Greco R

PROVIDER: S-EPMC8243323 | biostudies-literature | 2021 Jun

REPOSITORIES: biostudies-literature

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Acid Catalysis with Alkane/Water Microdroplets in Ionic Liquids.

Greco Rossella R Lloret Vicent V Rivero-Crespo Miguel Ángel MÁ Hirsch Andreas A Doménech-Carbó Antonio A Abellán Gonzalo G Leyva-Pérez Antonio A

JACS Au 20210512 6

Ionic liquids are composed of an organic cation and a highly delocalized perfluorinated anion, which remain tight to each other and neutral across the extended liquid framework. Here we show that <i>n</i>-alkanes in millimolar amounts enable a sufficient ion charge separation to release the innate acidity of the ionic liquid and catalyze the industrially relevant alkylation of phenol, after generating homogeneous, self-stabilized, and surfactant-free microdroplets (1-5 μm). This extremely mild a ...[more]

PMID: 34240079

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