Synthesis of fragrance compounds from acyclic monoterpenes: rhodium catalyzed hydroformylation and tandem hydroformylation/acetalization of linalool and B-citronellene.

Registro completo de metadados
MetadadosDescriçãoIdioma
Autor(es): dc.creatorVieira, Camila Grossi-
Autor(es): dc.creatorSantos, Eduardo Nicolau dos-
Autor(es): dc.creatorGoussevskaia, Elena Vitalievna-
Data de aceite: dc.date.accessioned2019-11-06T13:34:54Z-
Data de disponibilização: dc.date.available2019-11-06T13:34:54Z-
Data de envio: dc.date.issued2015-09-22-
Data de envio: dc.date.issued2015-09-22-
Data de envio: dc.date.issued2013-
Fonte completa do material: dc.identifierhttp://www.repositorio.ufop.br/handle/123456789/5610-
Fonte: dc.identifier.urihttp://educapes.capes.gov.br/handle/capes/558619-
Descrição: dc.descriptionRhodium-catalyzed hydroformylation of acyclic monoterpenic compounds, i.e., linalool and _- citronellene, was studied in toluene and ethanol solutions in the presence of PPh3 or P(O-o-tBuPh)3 ligands. Although both substrates have a monosubstituted terminal double bond, they show different behavior under the hydroformylation conditions. In toluene, linalool gave almost quantitatively a cyclic hemiacetal; whereas the hydroformylation of _-citronellene resulted in two isomeric aldehydes also in a nearly quantitative combined yield. The reactions occurred approximately two times faster in ethanol than in toluene giving the corresponding acetals even in the absence of additional acid co-catalysts. In the absence of phosphorous ligands, linalool (differently from _-citronellene) was very resistant to hydroformylation probably due to the binding with rhodium through both the double bond and the hydroxyl group to form stable chelates. The P(O-o-tBuPh)3 ligand exerted a remarkable effect on the reactivity of both substrates accelerating the reactions by 5–20 times as compared to the system with PPh3. Several fragrance compounds were obtained in high yields through a simple one-pot procedure starting from the substrates easily available from natural bio-renewable resources.-
Idioma: dc.languageen-
Direitos: dc.rightsO Periódico Applied Catalysis A: General concede permissão para depósito deste artigo no Repositório Institucional da UFOP. Número da licença: 3637061429444.-
Palavras-chave: dc.subjectAcetalization-
Palavras-chave: dc.subjectCitronellene-
Palavras-chave: dc.subjectHydroformylation-
Palavras-chave: dc.subjectLinalool-
Palavras-chave: dc.subjectMonoterpenes-
Título: dc.titleSynthesis of fragrance compounds from acyclic monoterpenes: rhodium catalyzed hydroformylation and tandem hydroformylation/acetalization of linalool and B-citronellene.-
Aparece nas coleções:Repositório Institucional - UFOP

Não existem arquivos associados a este item.