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Title: | Ring-opening of epoxides promoted by organomolybdenum complexes of the type [eta(5)-C5H4R)mo(CO)(2)(773-C3H5)] and [(eta(5)-C5H5) Mo(CO)(3)(CH2R)] |
Author: | Bruno, Sofia M. Gomes, Ana C. Abrantes, Marta Valente, Anabela A. Pillinger, Martyn Goncalves, Isabel S. |
Keywords: | ALPHA-PINENE OXIDE ORGANOMETALLIC LEWIS-ACIDS ISOMERIZATION CATALYST MOLYBDENUM(II) ALCOHOLYSIS CHEMISTRY CHEMICALS |
Issue Date: | 2015 |
Publisher: | ELSEVIER SCIENCE SA |
Abstract: | The cyclopentadienyl molybdenum carbonyl complexes [(775-05H(4)R)Mo(CO)(2)(773-C3H5) and [(eta(5)-C5H5) Mo(CO)(3)(CH2R)] (R = H, COOH) have been shown to promote acid-catalysed reactions in liquid phase, under moderate conditions. The catalytic alcoholysis of styrene oxide with ethanol at 35 degrees C gave 2ethoxy-2-phenylethanol in 100% yield within 30 min for the dicarbonyl complexes and 3-6 h for the tricarbonyl complexes. Steady catalytic performances were observed in consecutive runs with the same catalytic solution, suggesting fairly good catalytic stability. In the second acid-catalysed reaction studied, the isomerization of a-pinene oxide at 55 degrees C gave campholenic aldehyde and trans-carveol in a total yield of up to 86% at 100% conversion. Chemoselectivity is shown to be solvent dependent. (C) 2015 Elsevier BY. All rights reserved. |
Peer review: | yes |
URI: | http://hdl.handle.net/10773/20915 |
DOI: | 10.1016/j.jorganchem.2015.09.022 |
ISSN: | 0022-328X |
Publisher Version: | 10.1016/j.jorganchem.2015.09.022 |
Appears in Collections: | CICECO - Artigos |
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Ring-opening of epoxides promoted by organomolybdenum complexes of the type [eta(5)-C5H4R)mo(CO)(2)(773-C3H5)] and [(eta(5)-C5H5) Mo(CO)(3)(CH2R)]_10.1016j.jorganchem.2015.09.022.pdf | 477.43 kB | Adobe PDF |
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