Synthesis of Peripherally Arylated Tetrathiafulvalenes Extended with an Anthraquinoid Spacer via Pd-Catalyzed C–H Arylation and Construction of a Double-Helical Cobalt-Based Metal-Organic Framework

Abstract

Peripherally arylated tetrathiafulvalenes with an anthraquinoid spacer (TTFAQs) have been synthesized by using palladium-catalyzed direct C–H arylation of the 1,3-dithiole rings. Electrochemical analysis by cyclic voltammetry has revealed that the new tetraarylated TTFAQs show one pair of simultaneous two-electron transfer waves as the parent TTFAQ does. The hydrolysis of the tetra(p-ethoxycarbonylphenyl)-substituted derivative affords the corresponding tetracarboxylic acid, which forms a new double-helical metal-organic framework upon complexation with cobalt(III) nitrate.