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Tuning the hydrogen donor/acceptor behavior of ionic liquids in Pd-catalyzed multi-step reactions

Paper ID Volume ID Publish Year Pages File Format Full-Text
50363 46792 2015 6 PDF Available
Title
Tuning the hydrogen donor/acceptor behavior of ionic liquids in Pd-catalyzed multi-step reactions
Abstract

•Synthesis of palladium nanoparticles in ionic liquids•Thioether-phosphine stabilizers adapted to metal nanoparticles in ionic liquids•Pd-catalyzed C–C couplings and H-transfer multi-step reactions•The role of ionic liquids in multipath mechanisms for Pd-catalyzed reactions

Palladium nanoparticles stabilized by thioether-phosphine ligands (1–3) were used as catalytic precursors in Heck–Mizoroki cross-coupling and CC reduction reactions in ionic liquids. The ionic liquid [EMI][MeHPO3] (A) exhibited an important hydrogen donor/acceptor behavior depending on the reaction conditions. Tandem or parallel pathways for C–C coupling and H-transfer reactions were observed, leading to the coupled product trans-4-phenyl-3-buten-2-one (I) and the corresponding reduced partner 4-phenylbutan-2-one (II) pointing to a molecular-like catalytic reactivity of the process. When the reaction was carried out under hydrogen pressure and low temperature, the reduction to II was inhibited by the presence of thioether-phosphine ligands.

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Keywords
FBPWGCCPLPHQQH-UHFFFAOYSA-M; OFMZYCAXWCLHCE-UHFFFAOYSA-N; NPUCTLAYJMPABT-UHFFFAOYSA-N; BXROYGNWCNLPMS-UHFFFAOYSA-NPalladium nanoparticles; Thioether-phosphines; Ionic liquids; Heck–Mizoroki reaction; H-transfer reaction
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Tuning the hydrogen donor/acceptor behavior of ionic liquids in Pd-catalyzed multi-step reactions
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 63, 10 March 2015, Pages 56–61
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
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Price was $35.95
You save - $31
Price after discount Only $4.95
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Full-text PDF Download
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