dc.creatorSilva, Márcio José da
dc.creatorMorais, Diego Chaves
dc.date2019-02-21T11:25:20Z
dc.date2019-02-21T11:25:20Z
dc.date2016-08
dc.date.accessioned2023-09-27T21:17:50Z
dc.date.available2023-09-27T21:17:50Z
dc.identifier1572-879X
dc.identifierhttps://doi.org/10.1007/s10562-016-1769-7
dc.identifierhttp://www.locus.ufv.br/handle/123456789/23630
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/8958177
dc.descriptionTin(II) chloride is a stable and water tolerant Lewis acid, commercially available and less corrosive than Brønsted acid catalysts. Our proposal was demonstrated that SnCl2 was an efficient catalyst on the urea alcoholysis with β-citronellol. We investigated the effects of main reaction parameters such as concentration and tin(II) catalyst nature, reagents stoichiometry and reaction temperature. In homogenous conditions with DMSO as solvent, the SnCl2-catalyzed urea alcoholysis reactions under air flux achieved high conversion and selectivity for β-citronellyl carbamate (ca. 90 and 95 %, respectively). Among tin(II) catalysts assessed, SnCl2 was more active due to its total solubility. Possible intermediates of active Sn(II) species were discussed based on the results of catalytic runs and FT-IR spectroscopy measurements of the liquid phase after the reaction. FT-IR spectroscopy data showed that the active species could be a complex of a Sn(II) atom coordinated with N=C=O. This novel and phosgene-free selective process provide an inexpensive and attractive route to synthesize terpenic carbamates through inexpensive and renewable reactant (i.e. urea). Moreover, SnCl2 was also an efficient catalyst on synthesis of β-citronellyl carbonate.
dc.formatpdf
dc.formatapplication/pdf
dc.languageeng
dc.publisherCatalysis Letters
dc.relationVolume 146, Issue 8, Pages 1517– 1528, August 2016
dc.rightsSpringer Science+Business Media New York 2016
dc.subjectTin chloride
dc.subjectUrea
dc.subjectTerpenic alcohols
dc.subjectCarbamates
dc.titleTin-catalyzed urea alcoholysis with β-citronellol: a simple and selective synthesis of carbamates
dc.typeArtigo


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