Synthesis of Di‐peri‐dinaphthoporphyrins by PtCl2‐Mediated Cyclization of Quinodimethane‐type Porphyrins |
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| Authors: | Masataka Umetani Koji Naoda Dr Takayuki Tanaka Seung‐Kyu Lee Juwon Oh Prof?Dr Dongho Kim Prof?Dr Atsuhiro Osuka |
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| Institution: | 1. Department of Chemistry, Graduate School of Science, Kyoto University, Kyoto, Japan;2. Spectroscopy Laboratory for Functional π-Electronic Systems and Department of Chemistry, Yonsei University, Seoul, Korea |
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| Abstract: | Di‐peri‐dinaphthoporphyrins can be regarded as a key and common substructure of fused porphyrinoids. PtCl2‐mediated cycloisomerization reaction of quinodimethane‐type porphyrins provided these doubly fused porphyrins, which exhibit characteristic paratropic ring currents that presumably arise from 24π antiaromatic circuit as a dominant resonance contributor. UV/Vis absorption spectra, cyclic voltammetry, and excited‐state dynamics as well as theoretical calculation support this conclusion. |
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| Keywords: | antiaromaticity cyclic voltammetry cycloisomerization porphyrin porphyrin tape |
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