ChemInform Abstract: Regioselective Synthesis of Alkylarenes by Two‐Step ipso‐Substitution of Aromatic Dicarboxylic Acids.

Abstract

Regioselective Synthesis of Alkylarenes by Two-Step ipso-Substitution of Aromatic Dicarboxylic Acids. -The reaction sequence consists of a Birch reduction/substitution followed by a rearomatization. Depending on the starting material the substitution yields either mono-or disubstituted products or a mixture of both. -(BRAMBORG, A.; LINKER*, T.; Eur.

Crystal structure of trans-1,4-di-(2-(allyloxyethyl)-cyclohexa-2,5-diene- 1,4-dicarboxylic acid, C18H24O6

“…We applied this reaction for the ipso-substitution of benzoic acids for the first time [3]. However, we succeeded in the Birch reduction of aromatic dicarboxylic acids only very recently [4]. For the transformation of terephthalic acid, it was important to have a high dilution in liquid ammonia, due to the low solubility of the intermediate tetraanions.…”