Fused Corrole Dimers Interconvert between Nonaromatic and Aromatic States through Two‐Electron Redox Reactions |
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| Authors: | Shota Ooi Dr Takayuki Tanaka Kyu Hyung Park Sangsu Lee Prof?Dr Dongho Kim Prof?Dr Atsuhiro Osuka |
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| Institution: | 1. Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo‐ku, Kyoto 606‐8502 (Japan);2. Spectroscopy Laboratory for Functional π‐Electronic Systems and Department of Chemistry, Yonsei University, Seoul 120‐749 (Korea) |
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| Abstract: | 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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| Keywords: | absorption aromaticity conjugation dimerization porphyrinoids |
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