Isomerization of alpha-pinene oxide in the presence of methyltrioxorhenium(VII)
authors Bruno, SM; Pillinger, M; Kuhn, FE; Goncalves, IS; Valente, AA
nationality International
journal CATALYSIS COMMUNICATIONS
author keywords Methyltrioxorhenium; Acid catalysis; Isomerization; alpha-Pinene oxide; Campholenic aldehyde
keywords LEWIS ACIDITY; CAMPHOLENIC ALDEHYDE; VERSATILE CATALYST; MTO; REARRANGEMENT; SILICA; EPOXIDATION; CHEMISTRY; CHEMICALS; EPOXIDES
abstract The catalytic performance of methyltrioxorhenium(VII) (MTO) has been investigated for the first time in the isomerization of a-pinene oxide (PinOx) into campholenic aldehyde (CPA). The high isomerization activity of MTO is coupled with high selectivity to CPA: CPA yield of up to 87% (100% conversion) was obtained by using alpha,alpha,alpha-trifluorotoluene as solvent at 15 degrees C. Catalyst recycling is possible in a relatively simple fashion by using MTO coupled to an appropriate ionic liquid. The catalytic application of MTO in the isomerization of PinOx versus the integrated epoxidation-isomerization process of the conversion of alpha-pinene into CPA is discussed. (C) 2013 Elsevier B.V. All rights reserved.
publisher ELSEVIER SCIENCE BV
issn 1566-7367
year published 2013
volume 35
beginning page 40
ending page 44
digital object identifier (doi) 10.1016/j.catcom.2013.02.001
web of science category Chemistry, Physical
subject category Chemistry
unique article identifier WOS:000317883100009
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journal impact factor 3.463
5 year journal impact factor 3.468
category normalized journal impact factor percentile 62.245
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