Discovering the role of substrate in aldehyde hydrogenation
| Autor: | Alessandro Chieregato, Sofia Capelli, Vladimiro Dal Santo, Filippo Bossola, Laura Prati, Alberto Villa, Marta Stucchi, Bart Vandegehuchte, Dmitry I. Sharapa, Eduard Araujo-Lopez, Felix Studt, Stefano Cattaneo |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
Double bond
Chemistry & allied sciences 010402 general chemistry 01 natural sciences Medicinal chemistry Aldehyde Catalysis Benzaldehyde chemistry.chemical_compound Side chain Reactivity (chemistry) Physical and Theoretical Chemistry Aliphatic aldehyde Alkyl chemistry.chemical_classification 010405 organic chemistry Aromatic aldehyde Electron conjugation 0104 chemical sciences Octanal chemistry ddc:540 Palladium catalyst Hydrogenation Adsorption Hydrodeoxygenation |
| Zdroj: | Journal of catalysis 399 (2021): 162–169. doi:10.1016/j.jcat.2021.05.012 info:cnr-pdr/source/autori:Cattaneo S.; Capelli S.; Stucchi M.; Bossola F.; Dal Santo V.; Araujo-Lopez E.; Sharapa D.I.; Studt F.; Villa A.; Chieregato A.; Vandegehuchte B.D.; Prati L./titolo:Discovering the role of substrate in aldehyde hydrogenation/doi:10.1016%2Fj.jcat.2021.05.012/rivista:Journal of catalysis (Print)/anno:2021/pagina_da:162/pagina_a:169/intervallo_pagine:162–169/volume:399 Journal of Catalysis, 399, 162-169 |
| ISSN: | 0021-9517 1090-2694 |
| DOI: | 10.5445/ir/1000133831 |
| Popis: | In this manuscript, we investigated in detail one of the critical parameters that govern the reactivity of the carbonylic group toward hydrogenation and hydrodeoxygenation: the effect of the side chains of aldehydes. We observed that the presence of a π-electron conjugation on the side chains strongly affects the conversion of aldehydes to alcohols and hydrocarbons under the reaction conditions studied. In particular, the presence of a strong π-electron conjugation, such as the aromatic ring, enables the hydrogenation and further hydrodeoxygenation of the carbonylic group, while, on the other hand, molecules with no or weak π-electron conjugation (such as alkyl chains or single conjugated C C double bonds) remained inactive. These results were supported by adsorption analyses as well as theoretical models, which showed that differences in adsorption mode and strength between two model substrates (benzaldehyde and octanal) were not the decisive factors in the conversion of the carbonyl group. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect