Mind the band gap: π-conjugated pentacene di-, tri-, and tetramers can be synthesized by using a versatile building block in Hay homocoupling as well as Cadiot–Chodkiewicz cross-coupling reactions. This modular approach allows the evaluation of solubility, stability, and the HOMO–LUMO gap as a function of compound length. Long-range three-dimensional π overlap occurs in the iBu3Si-substituted pentacene dimer (see figure; n=2).
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Lehnherr et al. (2010) studied this question.
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