Please use this identifier to cite or link to this item:
Type: Artigo de periódico
Title: The chemical reactivity of some terpenes investigated by alumina catalyzed epoxidation with hydrogen peroxide and by DFT calculations
Author: Silva, JMDE
Vinhado, FS
Mandelli, D
Schuchardt, U
Rinaldi, R
Abstract: The selectivity of the alumina catalyzed epoxidation of (S)-limonene, citronelal, citral, citronelol and (1S)-(alpha)-pinene with aqueous 70 wt% and anhydrous 24 wt% hydrogen peroxide is described. DFT molecular orbital calculations were used aiming at a better understanding of the reactivity of these terpenes. The more nucleophilic carbon-carbon double bond, which has a higher molecular orbital energy, is preferentially epoxidized (site-selectivity). Furthermore, a preference for epoxidation in competition with other possible reactions is observed for citronelal, citral, citronelol and (IS)-(alpha)-pinene (chemo-selectivity). Nonetheless, we were not able to achieve a stereo-selective epoxidation of the terpenes using alumina and hydrogen peroxide. (c) 2006 Elsevier B.V. All rights reserved.
Subject: epoxidation
DFT calculation
hydrogen peroxide
Country: Holanda
Editor: Elsevier Science Bv
Citation: Journal Of Molecular Catalysis A-chemical. Elsevier Science Bv, v. 252, n. 41671, n. 186, n. 193, 2006.
Rights: fechado
Identifier DOI: 10.1016/j.molcata.2006.02.042
Date Issue: 2006
Appears in Collections:Unicamp - Artigos e Outros Documentos

Files in This Item:
File Description SizeFormat 
WOS000237695400030.pdf501.32 kBAdobe PDFView/Open

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.