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Facile and Regioselective Dealkylation of Alkyl Aryl Ethers Using Niobium( V ) Pentachloride
Author(s) -
Sudo Yukinori,
Arai Shigeru,
Nishida Atsushi
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200500502
Subject(s) - chemistry , regioselectivity , alkyl , aryl , alkylation , niobium , phenols , organic chemistry , medicinal chemistry , catalysis
Abstract 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. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)