SYNTHESIS OF [3.3]METACYCLOPHANE

Abstract
[3.3]Metacyclophane was synthesized by hydrolysis of tetraethyl [3.3]metacyclophane-2,2,11,11-tetracarboxylate (III), followed by decarboxylative chlorination and reduction. Compound III was obtained by the coupling reaction of m-bis(bromomethyl)benzene (I) and tetraethyl m-diethylbenzene-ω,ω,ω′,ω′ -tetracarboxylate (II) in the presence of sodium hydride as a base under high dilution conditions.

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