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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
Affiliation  

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IphIph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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