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Título: | Synthesis of fragrance compounds from biorenewables : tandem hydroformylation–acetalization of bicyclic monoterpenes. |
Autor(es): | Freitas, Marina Caneschi de Vieira, Camila Grossi Santos, Eduardo Nicolau dos Gusevskaya, Elena Vitalievna |
Data do documento: | 2013 |
Referência: | 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. |
Resumo: | 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. |
URI: | http://www.repositorio.ufop.br/handle/123456789/8123 |
Link para o artigo: | http://onlinelibrary.wiley.com/doi/10.1002/cctc.201200948/abstract |
DOI: | https://doi.org/10.1002/cctc.201200948 |
ISSN: | 1867-3899 |
Aparece nas coleções: | DEQUI - Artigos publicados em periódicos |
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Arquivo | Descrição | Tamanho | Formato | |
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ARTIGO_SynthesisFragranceBiorenewables.pdf Restricted Access | 271,99 kB | Adobe PDF | Visualizar/Abrir |
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