Chemo- and Regioselective Reduction of 5,15-Diazaporphyrins Providing Antiaromatic Azaporphyrinoids

Yamaji Ayaka; Tsurugi Hayato; Miyake Yoshihiro; Mashima Kazushi; Shinokubo Hiroshi

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Chemo- and Regioselective Reduction of 5,15-Diazaporphyrins Providing Antiaromatic Azaporphyrinoids

机译：化学和区域选择性还原5,15-二氮杂卟啉提供抗芳香族氮杂卟啉

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Reagent-controlled chemo- and regioselective reduction of 5,15-diazaporphyrins has been developed. The selective reduction of carbon-carbon double bonds of diazaporphyrins provides 18 aromatic isobacteriochlorin-type products, whereas the reduction of carbon-nitrogen double bonds leads to selective formation of 20 N,N-dihydrodiazaporphyrins in excellent yields. The distinct antiaromatic character of N,N-dihydrodiazaporphyrins has been revealed. The free-base N,N-dihydrodiazaporphyrin exhibits slower inner NH tautomerism than that in the corresponding 18 porphyrins.

机译：已经开发了试剂控制的5,15-二氮杂卟啉的化学和区域选择性还原。氮杂卟啉的碳-碳双键的选择性还原提供了18种芳香族异细菌素类产品，而碳氮双键的还原导致以优异的产率选择性形成20 N，N-二氢二氮杂卟啉。 N，N-二氢二氮杂卟啉具有独特的抗芳香特性。与相应的18种卟啉相比，游离碱N，N-二氢二氮杂卟啉显示出更慢的内部NH互变异构现象。

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《Chemistry: A European journal》 |2016年第12期|共6页
作者
Yamaji Ayaka; Tsurugi Hayato; Miyake Yoshihiro; Mashima Kazushi; Shinokubo Hiroshi;
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正文语种 eng
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antiaromaticity; chemoselectivity; porphyrinoids; reduction; tautomerism;

机译：抗芳香性;化学选择性;卟啉类化合物;还原;互变异构;

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1. Chemo- and Regioselective Reduction of 5,15-Diazaporphyrins Providing Antiaromatic Azaporphyrinoids [J] . Yamaji Ayaka, Tsurugi Hayato, Miyake Yoshihiro, Chemistry: A European journal . 2016,第12期

机译：化学和区域选择性还原5,15-二氮杂卟啉提供抗芳香族氮杂卟啉
2. Synthesis of Redox-switchable 5,15-Dialkyl-10,20-diaryl-5,15-diazaporphyrins and Diversification of their N-Alkyl Groups [J] . Mutoh Mai, Sudoh Keisuke, Furukawa Ko, Asian Journal of Organic Chemistry . 2019,第3期

机译：氧化还原5,15-二烷基-10,20-二芳基-5,15-二氮杂物的合成及其正烷基的多样化
3. Chemo- and Regioselective Palladium(II)-Catalyzed Aminoaryl-ation of N-Allylureas Providing 4-Arylmethyl Imidazolidinones [J] . Giofre Sabrina, Beccalli Egle M., Foschi Francesca, Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2019,第18期

机译：化学和区域选择性钯（II） - 提供4-芳基甲基咪唑烷酮的N-胰岛素的催化氨基甲酸酯
4. Synthesis and properties of N-methyl-5,15-diazaporphyrin [C] . Chia Wen Xi, Tsubasa Nishimura, Hiroto Omori 日本化学会春季年会講演予稿集 . 2018

机译：N-甲基-5,15-二氮素卟啉的合成与性质
5. New synthetic methodologies for chemo-, stereo-, and regioselective 1,4-conjugate additions of organometallic reagents to Michael and extended Michael substrates and alkene halofunctionalization reactions. [D] . Dhakal, Ramesh Chandra. 2014

机译：将有机金属试剂化学，立体和区域选择性1,4-缀合物添加到Michael和扩展的Michael底物以及烯烃卤代官能化反应的新合成方法。
6. Chain propagation determines the chemo- and regioselectivity of alkyl radical additions to C–O [O] . Tiffany O. Paulisch, Felix Strieth-Kalthoff, Christian Henkel, 2020

机译：链繁殖决定了烷基自由基添加到C-O的化学和区域选择性
7. Rational Synthesis of Antiaromatic 5,15-Dioxaporphyrin and Oxidation into β,β-Linked Dimers [O] . Akihide Nishiyama, Masaya Fukuda, Shigeki Mori, 2018

机译：抗星族5,15-二氧吡啶的合理合成，氧化成β，β连接二聚体

Chemo- and Regioselective Reduction of 5,15-Diazaporphyrins Providing Antiaromatic Azaporphyrinoids

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