Cleavage of aromatic methyl ethers by chloroaluminate ionic liquid reagents

GJ Kemperman, TA Roeters…

Index: Kemperman, Gerardus J.; Roeters, Theodorus A.; Hilberink, Peter W. European Journal of Organic Chemistry, 2003 , # 9 p. 1681 - 1686

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Citation Number: 47

Abstract

Abstract We have discovered serendipitously that chloroaluminate ionic liquids can cleave aromatic methyl ethers under surprisingly mild conditions. Three ionic liquids, viz.[TMAH][Al 2 Cl 7],[BMIM][Al 2 Cl 7], and [EMIM][Al 2 Cl 6 I], and aluminum chloride were compared in the selective demethylation of 4, 5-dimethoxyindanone at the 4-methoxy-function. The ionic liquids exhibited a remarkably high selectivity (96: 4) in comparison with aluminum ...