Formation and Isolation of a Four‐Electron‐Reduced Porphyrin Derivative by Reduction of a Stable 20π Isophlorin,Angewandte Chemie International Edition

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Formation and Isolation of a Four‐Electron‐Reduced Porphyrin Derivative by Reduction of a Stable 20π Isophlorin
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2018-01-16 , DOI: 10.1002/anie.201711058
Wataru Suzuki ₁ , Hiroaki Kotani ₁ , Tomoya Ishizuka ₁ , Yoshihito Shiota ₂ , Kazunari Yoshizawa ₂ , Takahiko Kojima ₁

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The two‐electron reduction of a diprotonated dodecaphenylporphyrin derivative by Na₂S₂O₄ gave a corresponding isophlorin (Iph) selectively. Formation of Iph was confirmed by spectroscopic measurements and the isolation of tetramethylated Iph. Further reduction of Iph proceeded to form an unprecedented four‐electron‐reduced porphyrin (IphH₂), which was fully characterized by spectroscopic and X‐ray crystallographic analysis. IphH₂, with a unique conformation, could be oxidized to reproduce the starting porphyrin, resulting in a proton‐coupled four‐electron reversible redox system.

中文翻译：

通过还原稳定的20π异黄霉素形成和分离四电子还原的卟啉衍生物

Na ₂ S ₂ O ₄对双质子化的十二苯基卟啉衍生物进行双电子还原，选择性地产生了相应的异佛洛林（Iph）。形成电流Iph通过光谱测量和四甲基化的隔离证实电流Iph。Iph的进一步还原形成了史无前例的四电子还原卟啉（IphH ₂），其特征在于光谱和X射线晶体学分析。具有独特构象的IphH ₂可被氧化以复制起始卟啉，从而形成质子偶联的四电子可逆氧化还原系统。

更新日期：2018-01-16

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