The cationic palladium(II) complex 1 of pyridylmesoionic carbene ligand catalyzes Markovnikov-selective intermolecular hydroamination between anilines and terminal alkynes into the corresponding imines. The reaction proceeds at room temperature, in the absence of additives, with exquisite selectivity and diverse functional group tolerance. The key intrinsic feature of the catalyst is the pyridine wingtip confined to the proximity of the alkynophilic metal active site, which mimics the function of enzyme-like architectures by assisting entropically favored proton transfers.
| Language: | English |
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| Keywords: | catalysis, palladium, hydroamination, metal-ligand cooperation, proton transfer, DFT, hydrocarbons, chemical reactions, reaction mechanisms, metals, pyridines |
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| Work type: | Article |
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| Typology: | 1.01 - Original Scientific Article |
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| Organization: | FKKT - Faculty of Chemistry and Chemical Technology
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| Publication status in journal: | Published |
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| Article version: | Publisher's version of article |
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| Year: | 2020 |
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| Number of pages: | Str. 2157-2161 |
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| Numbering: | Vol. 22, iss. 6 |
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| PID: | 20.500.12556/RUL-125377  |
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| UDC: | 547.82:546.98 |
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| ISSN on article: | 1523-7060 |
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| DOI: | 10.1021/acs.orglett.0c00203 |
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| COBISS.SI-ID: | 1538522051 |
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| Publication date in RUL: | 12.03.2021 |
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| Views: | 564 |
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| Downloads: | 224 |
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