Simple halogen-free synthesis of aryl cinnamates using Mo-Keggin heteropoly acids as catalyst
A convenient chlorine-free procedure for the direct esterification of cinnamic acids with phenols is described. The method does not require stoichiometric activation of the carboxyl group with thionyl chloride or condensing reagents. The methodology is very simple, environmentally friendly, and high...
Guardado en:
| Autores principales: | , , , , |
|---|---|
| Formato: | Articulo |
| Lenguaje: | Inglés |
| Publicado: |
2012
|
| Materias: | |
| Acceso en línea: | http://sedici.unlp.edu.ar/handle/10915/84289 |
| Aporte de: |
| id |
I19-R120-10915-84289 |
|---|---|
| record_format |
dspace |
| institution |
Universidad Nacional de La Plata |
| institution_str |
I-19 |
| repository_str |
R-120 |
| collection |
SEDICI (UNLP) |
| language |
Inglés |
| topic |
Química Acid catalysis Chlorine-free organic synthesis Cinnamates Direct esterification Kegginheteropoly acids |
| spellingShingle |
Química Acid catalysis Chlorine-free organic synthesis Cinnamates Direct esterification Kegginheteropoly acids Palermo, Valeria Ruiz, Diego Manuel Autino, Juan Carlos Vázquez, Patricia Graciela Romanelli, Gustavo Pablo Simple halogen-free synthesis of aryl cinnamates using Mo-Keggin heteropoly acids as catalyst |
| topic_facet |
Química Acid catalysis Chlorine-free organic synthesis Cinnamates Direct esterification Kegginheteropoly acids |
| description |
A convenient chlorine-free procedure for the direct esterification of cinnamic acids with phenols is described. The method does not require stoichiometric activation of the carboxyl group with thionyl chloride or condensing reagents. The methodology is very simple, environmentally friendly, and high-yielding for both electron-releasing and -withdrawing substituted phenols. The Keggin heteropoly acids H 3PMo 12O 40 and H 4SiMo 12O 40 were employed as catalyst in simple bulk form. The effects of temperature, reaction time, and amount of the catalyst used on the ester yield were checked. Suitable conditions for the reaction include a 1:1 molar ratio of reactants and a 1 mmol % of catalyst to reactant ratio. Seventeen aryl cinnamates were obtained, yields ranged from 80 to 91 % for most of the esters. The catalyst was shown to be reusable for at least four times without any appreciable loss of its activity. |
| format |
Articulo Articulo |
| author |
Palermo, Valeria Ruiz, Diego Manuel Autino, Juan Carlos Vázquez, Patricia Graciela Romanelli, Gustavo Pablo |
| author_facet |
Palermo, Valeria Ruiz, Diego Manuel Autino, Juan Carlos Vázquez, Patricia Graciela Romanelli, Gustavo Pablo |
| author_sort |
Palermo, Valeria |
| title |
Simple halogen-free synthesis of aryl cinnamates using Mo-Keggin heteropoly acids as catalyst |
| title_short |
Simple halogen-free synthesis of aryl cinnamates using Mo-Keggin heteropoly acids as catalyst |
| title_full |
Simple halogen-free synthesis of aryl cinnamates using Mo-Keggin heteropoly acids as catalyst |
| title_fullStr |
Simple halogen-free synthesis of aryl cinnamates using Mo-Keggin heteropoly acids as catalyst |
| title_full_unstemmed |
Simple halogen-free synthesis of aryl cinnamates using Mo-Keggin heteropoly acids as catalyst |
| title_sort |
simple halogen-free synthesis of aryl cinnamates using mo-keggin heteropoly acids as catalyst |
| publishDate |
2012 |
| url |
http://sedici.unlp.edu.ar/handle/10915/84289 |
| work_keys_str_mv |
AT palermovaleria simplehalogenfreesynthesisofarylcinnamatesusingmokegginheteropolyacidsascatalyst AT ruizdiegomanuel simplehalogenfreesynthesisofarylcinnamatesusingmokegginheteropolyacidsascatalyst AT autinojuancarlos simplehalogenfreesynthesisofarylcinnamatesusingmokegginheteropolyacidsascatalyst AT vazquezpatriciagraciela simplehalogenfreesynthesisofarylcinnamatesusingmokegginheteropolyacidsascatalyst AT romanelligustavopablo simplehalogenfreesynthesisofarylcinnamatesusingmokegginheteropolyacidsascatalyst |
| bdutipo_str |
Repositorios |
| _version_ |
1764820488567128067 |