The Synthesis of Unsymmetrical Arylated Tetrathiafulvalenes Extended with an Anthraquinoid Spacer via Pd-Catalyzed C–H Arylation

Abstract

We synthesized diarylated 10-(1,3-dithiol-2-ylidene)anthracene-9-(10H)-one derivatives, which serve as important precursors of unsymmetrical arylated TTFAQs, via the palladium-catalyzed direct C–H arylation. Unsymmetrical diarylated TTFAQs were synthesized by the Horner–Wadsworth–Emmons reaction using diarylated 10-(1,3-dithiol-2-ylidene)anthracene-9-(10H)-one as the starting materials. Additionally, we have successfully synthesized unsymmetrical tetraarylated TTFAQs by a second palladium-catalyzed C–H arylation of diarylated TTFAQs.

Key words

tetrathiafulvalene - extended TTF - anthraquinoid spacer - unsymmetrical arylated compounds - palladium-catalyzed direct C–H arylation - X-ray structure analysis - redox behavior

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