A CO 2 -mediated base catalysis approach for the hydration of triple bonds in ionic liquids
Herein, we report a CO 2 -mediated base catalysis approach for the activation of triple bonds in ionic liquids (ILs) with anions that can chemically capture CO 2 ( e.g. , azolate, phenolate, and acetate), which can achieve hydration of triple bonds to carbonyl chemicals. It is discovered that the an...
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Veröffentlicht in: | Green chemistry : an international journal and green chemistry resource : GC 2021-12, Vol.23 (24), p.9870-9875 |
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Hauptverfasser: | , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Herein, we report a CO
2
-mediated base catalysis approach for the activation of triple bonds in ionic liquids (ILs) with anions that can chemically capture CO
2
(
e.g.
, azolate, phenolate, and acetate), which can achieve hydration of triple bonds to carbonyl chemicals. It is discovered that the anion-complexed CO
2
could abstract one proton from proton resources (
e.g.
, IL cation) and transfer it to the CN or CC bonds
via
a six-membered ring transition state, thus realizing their hydration. In particular, tetrabutylphosphonium 2-hydroxypyridine shows high efficiency for hydration of nitriles and CC bond-containing compounds under a CO
2
atmosphere, affording a series of carbonyl compounds in excellent yields. This catalytic protocol is simple, green, and highly efficient and opens a new way to access carbonyl compounds
via
triple bond hydration under mild and metal-free conditions. |
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ISSN: | 1463-9262 1463-9270 |
DOI: | 10.1039/D1GC03865F |