4.5 Article

Facile and regioselective dealkylation of alkyl aryl ethers using niobium(V) pentachloride

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2006, Issue 3, Pages 752-758

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200500502

Keywords

dealkylation of ethers; niobium

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A simple and facile method for the cleavage of carbon-oxygen bonds promoted by niobium pentachloride(v) is described. Excellent yields and regioselectivities were observed with various alkyl aryl ethers to give the phenols. NMR studies revealed the formation of monoaryloxy niobium salt(v), and a neighboring-group effect may play a significant role in the regioselectivity. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).

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