Abstract
Several D- σ-A compounds ( 4a, 4b, 6a, and 6b) have been synthesized, which contain a sterically hindered quinone tethered by a tetramethylene chain to a substituted tetrathiafulvalene (TTF). Compounds 6a and 6b show a dramatic increase (≈450 mV) in the oxidation potential of the dipyrrolo-TTF unit, suggestive of considerable electron withdrawal through the σ bridge. Monolayers of 4b and 6b are metastable at the air–water interface.
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