Synthesis of diaryl selenides using electrophilic selenium species and nucleophilic boron reagents in ionic liquids
| Contribuinte(s) |
UNIVERSIDADE DE SÃO PAULO |
|---|---|
| Data(s) |
17/04/2012
17/04/2012
2011
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| Resumo |
We described herein the use of imidazolium ionic liquids [bmim]PF(6) and [bmim]BF(4) in the selective, metal and catalyst-free synthesis of unsymmetrical diaryl selenides by electrophilic substitution in arylboron reagents with arylselenium halides (Cl and Br) at room temperature. This is a general substitution reaction and it was performed with arylboronic acids or potassium aryltrifluoroborates bearing electron-withdrawing or electron-donating groups, affording the corresponding diaryl selenides in good to excellent yields. The ionic liquid [bmim][PF(6)] was easily recovered and utilized for further substitution reactions. FAPERGS[FAPERGS/PRONEX 10/0005-1] FAPERGS[10/0027-4] Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior (CAPES) FINEP CNPq |
| Identificador |
GREEN CHEMISTRY, v.13, n.10, p.2931-2938, 2011 1463-9262 http://producao.usp.br/handle/BDPI/14845 http://pubs.rsc.org/en/content/articlepdf/2011/gc/c1gc15725f?page=search |
| Idioma(s) |
eng |
| Publicador |
ROYAL SOC CHEMISTRY |
| Relação |
Green Chemistry |
| Direitos |
openAccess Copyright ROYAL SOC CHEMISTRY |
| Palavras-Chave | #CHIRAL ORGANOSELENIUM COMPOUNDS #ASYMMETRIC ALLYLIC ALKYLATION #SOLVENT-FREE CONDITIONS #VINYL SELENIDES #ENANTIOSELECTIVE ADDITION #EFFICIENT CATALYST #TE BOND #C-SE #CHEMISTRY #THIOLS #Chemistry, Multidisciplinary |
| Tipo |
article original article publishedVersion |
