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Sonogashira reactions for the synthesis of polarized pentacene derivatives

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Five dissymmetrically functionalized anthracene analogues (3a–e) were synthesized from commercially available 9,10-dibromoanthracene through an efficient bromine–iodine exchange followed by two successive Sonogashira coupling reactions. The resulting TMS-anthracene analogues are interesting building blocks for the preparation of highly π-conjugated dissymmetric pentacene-based dyads, which could be used as active semiconducting layers for organic field-effect transistors (OFETs). |

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Sonogashira reactions for the synthesis of polarized pentacene derivatives

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