Synthesis of fragrance compounds from biorenewables : tandem hydroformylation–acetalization of bicyclic monoterpenes.
dc.contributor.author | Freitas, Marina Caneschi de | |
dc.contributor.author | Vieira, Camila Grossi | |
dc.contributor.author | Santos, Eduardo Nicolau dos | |
dc.contributor.author | Gusevskaya, Elena Vitalievna | |
dc.date.accessioned | 2017-06-29T12:40:15Z | |
dc.date.available | 2017-06-29T12:40:15Z | |
dc.date.issued | 2013 | |
dc.description.abstract | The Rhodium-catalyzed tandem hydroformylation–acetalization of the terpenes 3-carene, 2-carene, a-pinene, and b-pinene was studied in ethanol solutions in the presence of PPh3 or tris(O-tert-butylphenyl)phosphate, P(O-o-tBuPh)3, ligands. All these terpenes are constituents of turpentine oils obtained commercially from coniferous trees. b-Pinene gave the corresponding aldehyde and acetal in excellent combined yields in both systems. 3-Carene, 2-carene, and a-pinene, which contain sterically encumbered endocyclic double bonds, showed an extremely low reactivity with PPh3. The use of P(O-o-tBuPh)3 not only accelerated the hydroformylation of all four substrates remarkably but also increased the acetalization activity of the catalyst. In the Rh/P(O-o-tBuPh)3 system, various fragrance acetals and aldehydes were obtained from these renewable substrates in nearly quantitative combined yields. The process was performed under mild conditions, in environmentally friendly ethanol as a solvent, and in the absence of acid cocatalysts. | pt_BR |
dc.identifier.citation | FREITAS, M. C. de et al. Synthesis of fragrance compounds from biorenewables: tandem hydroformylation–acetalization of bicyclic monoterpenes. ChemCatChem, v. 5, p. 1884-1890, 2013. Disponível em:<http://onlinelibrary.wiley.com/doi/10.1002/cctc.201200948/abstract> . Acesso em: 16 jun. 2017. | pt_BR |
dc.identifier.doi | https://doi.org/10.1002/cctc.201200948 | |
dc.identifier.issn | 1867-3899 | |
dc.identifier.uri | http://www.repositorio.ufop.br/handle/123456789/8123 | |
dc.identifier.uri2 | http://onlinelibrary.wiley.com/doi/10.1002/cctc.201200948/abstract | pt_BR |
dc.language.iso | en_US | pt_BR |
dc.rights | restrito | pt_BR |
dc.title | Synthesis of fragrance compounds from biorenewables : tandem hydroformylation–acetalization of bicyclic monoterpenes. | pt_BR |
dc.type | Artigo publicado em periodico | pt_BR |