dc.creator | Silva, Márcio José da | |
dc.creator | Morais, Diego Chaves | |
dc.date | 2019-02-21T11:25:20Z | |
dc.date | 2019-02-21T11:25:20Z | |
dc.date | 2016-08 | |
dc.date.accessioned | 2023-09-27T21:17:50Z | |
dc.date.available | 2023-09-27T21:17:50Z | |
dc.identifier | 1572-879X | |
dc.identifier | https://doi.org/10.1007/s10562-016-1769-7 | |
dc.identifier | http://www.locus.ufv.br/handle/123456789/23630 | |
dc.identifier.uri | https://repositorioslatinoamericanos.uchile.cl/handle/2250/8958177 | |
dc.description | Tin(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.format | pdf | |
dc.format | application/pdf | |
dc.language | eng | |
dc.publisher | Catalysis Letters | |
dc.relation | Volume 146, Issue 8, Pages 1517– 1528, August 2016 | |
dc.rights | Springer Science+Business Media New York 2016 | |
dc.subject | Tin chloride | |
dc.subject | Urea | |
dc.subject | Terpenic alcohols | |
dc.subject | Carbamates | |
dc.title | Tin-catalyzed urea alcoholysis with β-citronellol: a simple and selective synthesis of carbamates | |
dc.type | Artigo | |