Abstract

Abstract Molecules with two orthogonally oriented π-systems (cruciforms) have attracted interest by virtue of the different conjugation pathways that exist between the individual parts of the molecule. In particular, the possibility for changing the conjugation pathways by an external stimulus may provide controllable molecular switches for molecular electronics. Here we highlight our design and synthesis of cruciform molecules incorporating the redox-active unit tetrathiafulvalene (TTF) placed vertically to an oligo(phenyleneethynylene) (OPE) unit. These molecules have potential as redox-controlled wires (transistors) for molecular electronics. The OPE–TTF cruciforms are prepared by a combination of stepwise metal-catalyzed cross-coupling and Wittig reactions.

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