Supercritical carbon dioxide and poly(ethylene glycol): an environmentally benign biphasic solvent system for aerobic oxidation of styrene
- 3 April 2007
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Green Chemistry
- Vol. 9 (8), 882-887
- https://doi.org/10.1039/b701875d
Abstract
Aerobic oxidation of styrene catalyzed by PdCl2/CuCl can be smoothly performed in the supercritical carbon dioxide and poly(ethylene glycol) biphasic system. A high conversion of styrene and yield of acetophenone were obtained in the presence of a relatively low catalyst loading. This environmentally benign biphasic catalytic system can be applied to the Wacker oxidation of various alkenes. Furthermore, the PdCl2-mediated oxidation of styrene was preferentially converted into benzaldehyde using a biphasic scCO2/PEG system. The PEG could effectively immobilize and stabilize the catalysts. The present biphasic system could facilitate product separation and catalyst recycling. The effects of the reaction parameters such as solvent and CO2 pressure were also investigated in detail.Keywords
This publication has 66 references indexed in Scilit:
- Wacker oxidation of terminal olefins in a mixture of [bmim][BF4] and waterTetrahedron Letters, 2005
- Wacker oxidation of 1-hexene in 1-n-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF6]), supercritical (SC) CO2, and SC CO2/[bmim][PF6] mixed solventNew Journal of Chemistry, 2002
- Selective oxidation of styrene to acetophenone in the presence of ionic liquidsPresented, in part, at the IUPAC CHEMRAWN XIV Conference on Green Chemistry:Toward Environmentally Benign Processes and Products, Boulder, Colorado, USA, 9–13 June 2001.Green Chemistry, 2002
- Polyethylene glycol as a non-ionic liquid solvent for polyoxometalate catalyzed aerobic oxidationChemical Communications, 2002
- Wacker reaction in supercritical carbon dioxideGreen Chemistry, 2000
- Multistep electron transfer in palladium-catalyzed aerobic oxidations via a metal macrocycle quinone systemJournal of the American Chemical Society, 1990
- Improved method for the Wacker oxidation of cyclic and internal olefinsThe Journal of Organic Chemistry, 1990
- Biomimetic aerobic 1,4-oxidation of 1,3-dienes catalyzed by cobalt tetraphenylporphyrin-hydroquinone-palladium(II). An example of triple catalysisJournal of the American Chemical Society, 1987
- Oxidations of olefins with alcoholic palladium(II) saltsThe Journal of Organic Chemistry, 1969
- Improved Procedures for Converting Higher α-Olefins to Methyl Ketones with Palladium ChlorideThe Journal of Organic Chemistry, 1964