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