Selective O‐allylation of bisphenol A: toward a chloride‐free route for epoxy resins |
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Authors: | Jimmy A van Rijn Marieke C Guijt Elisabeth Bouwman Eite Drent |
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Institution: | Leiden Institute of Chemistry, Gorlaeus Laboratories, Leiden University, PO Box 9502, 2300 RA Leiden, The Netherlands |
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Abstract: | The O‐allylation of bisphenol A (BPA) has been performed with the most selective catalysts for O‐allylation of phenols reported previously. Both the cyclopentadienyl–ruthenium catalysts and the palladium–diphosphine catalysts are capable of selectively performing single and double O‐allylation of BPA. An intriguing solvent effect is observed; the choice of the solvent is of key importance for both conversion and selectivity. The use of an excess of diallyl ether as allylating agent results in relatively high yields of the bisallyl ether of bisphenol A, while maintaining the high selectivity for O‐allylation. Copyright © 2010 John Wiley & Sons, Ltd. |
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Keywords: | allylation bisphenol A allyl alcohol diallyl ether catalysis |
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