Reusable Pd-PolyHIPE for Suzuki–Miyaura coupling
Abstract
Palladium was immobilized on a highly porous copolymer of 4-vinylpyridine and divinylbenzene (polyHIPE─poly(high internal phase emulsion)) using palladium(II) acetate to obtain PolyPy-Pd with 6.1 wt % or 0.57 mmol Pd/g. The immobilized catalyst was able to catalyze the coupling of iodobenzene and phenylboronic acid in ethylene glycol monomethyl ether/water (3:1) within 4 h at rt and complete conversion was observed when 2.5 mol % of Pd per PhI was used. The reaction tolerated a wide range of substituents on the aromatic ring. Iodobenzene derivatives with electron-withdrawing substituents showed higher reactivity, while the opposite was true for the phenylboronic acid series. The polyHIPE-supported Pd catalyst was also used for the direct conversion of phenylboronic acid to biphenyl through an iodination/coupling reaction sequence. The recyclability of the heterogeneous catalyst was also optimized, and by finding a suitable combination of solvents for the loading of Pd, the reaction, and the isolation of the product, the solid-supported catalyst was completely regenerated and used in the next reaction with the same activity.
Keywords
paladij;mešanice;kataliza;polimeri;palladium;mixtures;catalysts;solvents;polymers;
Data
| Language: | English |
|---|---|
| Year of publishing: | 2022 |
| Typology: | 1.01 - Original Scientific Article |
| Organization: | UL FKKT - Faculty of Chemistry and Chemical Technology |
| UDC: | 66.02 |
| COBISS: |
104201731
|
| ISSN: | 2470-1343 |
| Views: | 107 |
| Downloads: | 70 |
| Average score: | 0 (0 votes) |
| Metadata: |
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Other data
| Secondary language: | Slovenian |
|---|---|
| Secondary keywords: | paladij;mešanice;kataliza;polimeri; |
| Type (COBISS): | Article |
| Pages: | str. 12610–12616 |
| Volume: | ǂVol. ǂ7 |
| Issue: | ǂno. ǂ15 |
| Chronology: | 2022 |
| DOI: | 10.1021/acsomega.1c06318 |
| ID: | 15427848 |
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