A singly linked corrole dimer was synthesized by condensation of a dipyrromethane-1-carbinol with 1,1,2,2-tetrapyrroethane. Oxidation of the dimer gave doubly linked corrole dimers 9 and 10 as the first examples of fused corrole dimers involving a meso-meso linkage. Dimers 9 and 10 exhibit characteristic 1H NMR spectra, absorption spectra, excited-state dynamics, and two-photon absorption (TPA) values, which indicate the nonaromatic nature of 9 and the aromatic nature of 10. Interestingly, 9 is fairly stable despite its unusual 2H-corrole structure, which has been ascribed to the presence of two direct connections between the individual corrole units.
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