LAPSE:2024.1712v1
Published Article

LAPSE:2024.1712v1
Microwave-Assisted Solvent- and Cu(I)-Free Sonogashira C-C Cross-Coupling Catalysed by Pd Ionanofluids
August 23, 2024
Abstract
The microwave-assisted Sonogashira C-C cross-coupling reaction catalysed by Pd ionanofluids based on bis(trifluoromethane-sulfonyl)imide (NTf2) ionic liquids, [Cnmim][NTf2] (n = 4, 6 or 8), is described here. An organic solvent- and Cu(I)-free methodology running under very mild conditions was established by creating in situ catalysts from Pd(II) salts and [Cnmim][NTf2]. The microwave-irradiated catalytic systems quickly yielded almost quantitative conversions of 4-bromoanisole and phenylacetylene (model reaction) into the desired 1-methoxy-4-(phenylethynyl)benzene as a single product, and a good recyclability of the Pd ionanofluids.
The microwave-assisted Sonogashira C-C cross-coupling reaction catalysed by Pd ionanofluids based on bis(trifluoromethane-sulfonyl)imide (NTf2) ionic liquids, [Cnmim][NTf2] (n = 4, 6 or 8), is described here. An organic solvent- and Cu(I)-free methodology running under very mild conditions was established by creating in situ catalysts from Pd(II) salts and [Cnmim][NTf2]. The microwave-irradiated catalytic systems quickly yielded almost quantitative conversions of 4-bromoanisole and phenylacetylene (model reaction) into the desired 1-methoxy-4-(phenylethynyl)benzene as a single product, and a good recyclability of the Pd ionanofluids.
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Keywords
copper-free C-C cross-coupling, in situ catalyst, ionanofluid, ionic liquid, microwave, palladium, Sonogashira
Subject
Suggested Citation
Matias IAS, Ribeiro APC, Martins LMDRS. Microwave-Assisted Solvent- and Cu(I)-Free Sonogashira C-C Cross-Coupling Catalysed by Pd Ionanofluids. (2024). LAPSE:2024.1712v1
Author Affiliations
Matias IAS: Centro de Química Estrutural, Institute of Molecular Sciences, Departamento de Engenharia Química, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal [ORCID]
Ribeiro APC: Centro de Química Estrutural, Institute of Molecular Sciences, Departamento de Engenharia Química, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal [ORCID]
Martins LMDRS: Centro de Química Estrutural, Institute of Molecular Sciences, Departamento de Engenharia Química, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal [ORCID]
Ribeiro APC: Centro de Química Estrutural, Institute of Molecular Sciences, Departamento de Engenharia Química, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal [ORCID]
Martins LMDRS: Centro de Química Estrutural, Institute of Molecular Sciences, Departamento de Engenharia Química, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal [ORCID]
Journal Name
Processes
Volume
12
Issue
7
First Page
1351
Year
2024
Publication Date
2024-06-28
ISSN
2227-9717
Version Comments
Original Submission
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PII: pr12071351, Publication Type: Journal Article
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LAPSE:2024.1712v1
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https://doi.org/10.3390/pr12071351
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[v1] (Original Submission)
Aug 23, 2024
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Aug 23, 2024
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