Metalation of toluene and cumene with alkali metal-crown ether complexes

…, NM Seidov, UA Gasanova, ZO Kakhramanova…

Index: Shabanov; Seidov; Gasanova; Kakhramanova Russian Journal of Organic Chemistry, 2009 , vol. 45, # 1 p. 26 - 29

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Abstract

Abstract Metalation of toluene and isopropylbenzene with alkali metal-crown ether complexes led to the corresponding α-metalated alkylbenzenes. Treatment of the latter in succession with solid carbon dioxide, water, and hydrochloric acid gave carboxylic or dicarboxylic acids in 65–78% yield. Metalation of isopropylbenzene with sodium or potassium crown ether complexes above 90° C was accompanied by cleavage of the ...

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