1,2,3-Triazole framework: a strategic structure for C–H⋯X hydrogen bonding and practical design of an effective Pd-catalyst for carbonylation and carbon–carbon bond formation
| Autor: | Fatemeh Mohammadsaleh, Seyed Mostafa Hosseini, Khodabakhsh Niknam, Maryam Dehdashti Jahromi, Abdol R. Hajipour |
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| Rok vydání: | 2021 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Chemistry Formic acid Hydrogen bond General Chemical Engineering Aryl chemistry.chemical_element General Chemistry 010402 general chemistry 01 natural sciences 0104 chemical sciences Formylation Catalysis chemistry.chemical_compound Carbon–carbon bond Polymer chemistry Carbonylation Palladium |
| Zdroj: | RSC Advances. 11:20812-20823 |
| ISSN: | 2046-2069 |
| DOI: | 10.1039/d1ra03356e |
| Popis: | 1,2,3-Triazole is an interesting N-heterocyclic framework which can act as both a hydrogen bond donor and metal chelator. In the present study, C–H hydrogen bonding of the 1,2,3-triazole ring was surveyed theoretically and the results showed a good agreement with the experimental observations. The click-modified magnetic nanocatalyst Pd@click-Fe3O4/chitosan was successfully prepared, in which the triazole moiety plays a dual role as both a strong linker and an excellent ligand and immobilizes the palladium species in the catalyst matrix. This nanostructure was well characterized and found to be an efficient catalyst for the CO gas-free formylation of aryl halides using formic acid (HCOOH) as the most convenient, inexpensive and environmentally friendly CO source. Here, the aryl halides are selectively converted to the corresponding aromatic aldehydes under mild reaction conditions and low Pd loading. The activity of this catalyst was also excellent in the Suzuki cross-coupling reaction of various aryl halides with phenylboronic acids in EtOH/H2O (1 : 1) at room temperature. In addition, this catalyst was stable in the reaction media and could be magnetically separated and recovered several times. |
| Databáze: | OpenAIRE |
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