卟啉类配合物的中-N-甲基化：激活惰性Re(O) 咕啉嗪的氢原子转移能力
meso-N-Methylation of a porphyrinoid complex: activating the H-atom transfer capability of an inert Re(O) corrolazine.
作者信息
Joslin Evan E, Zaragoza Jan Paulo T, Siegler Maxime A, Goldberg David P
机构信息
Department of Chemistry, The Johns Hopkins University, 3400 N. Charles Street, Baltimore, MD 21218, USA.
出版信息
Chem Commun (Camb). 2017 Feb 7;53(12):1961-1964. doi: 10.1039/c6cc09341h.
Abstract
The selective alkylation of a single meso-N atom of a corrolazine macrocycle is reported. Alkylation has a dramatic impact on the physicochemical properties of Re(O)(TBPCz). New electron-transfer and hydrogen-atom-transfer reactivity is also seen for this complex, including one-electron reduction, which gives an air-stable 19π-electron aromatic radical complex.
摘要
报道了咕啉大环中单个中位氮原子的选择性烷基化反应。烷基化对Re(O)(TBPCz)的物理化学性质有显著影响。该配合物还表现出新型的电子转移和氢原子转移反应活性，包括单电子还原反应，可生成一种空气稳定的19π电子芳香自由基配合物。
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2
Activation of Dioxygen by Iron and Manganese Complexes: A Heme and Nonheme Perspective.
J Am Chem Soc. 2016 Sep 14;138(36):11410-28. doi: 10.1021/jacs.6b05251. Epub 2016 Aug 30.
3
The Influence of Peripheral Substituent Modification on P(V), Mn(III), and Mn(V)(O) Corrolazines: X-ray Crystallography, Electrochemical and Spectroscopic Properties, and HAT and OAT Reactivities.
Inorg Chem. 2016 Sep 6;55(17):8646-60. doi: 10.1021/acs.inorgchem.6b01219. Epub 2016 Aug 16.
4
Synthesis of Free-Base 10-Azacorroles.
Org Lett. 2016 Jun 17;18(12):2978-81. doi: 10.1021/acs.orglett.6b01323. Epub 2016 Jun 3.
5
Photocatalytic Oxygenation of Substrates by Dioxygen with Protonated Manganese(III) Corrolazine.
Inorg Chem. 2016 Apr 4;55(7):3218-28. doi: 10.1021/acs.inorgchem.5b02019. Epub 2016 Mar 14.
6
Redox-Switchable 20π-, 19π-, and 18π-Electron 5,10,15,20-Tetraaryl-5,15-diazaporphyrinoid Nickel(II) Complexes.
Angew Chem Int Ed Engl. 2016 Feb 5;55(6):2235-8. doi: 10.1002/anie.201510734. Epub 2016 Jan 8.
7
Valence Tautomerization of High-Valent Manganese(V)-Oxo Corrole Induced by Protonation of the Oxo Ligand.
J Am Chem Soc. 2015 Nov 18;137(45):14481-7. doi: 10.1021/jacs.5b09759. Epub 2015 Nov 9.
8
Rhenium(V)-oxo corrolazines: isolating redox-active ligand reactivity.
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9
A Balancing Act: Stability versus Reactivity of Mn(O) Complexes.
Acc Chem Res. 2015 Oct 20;48(10):2754-64. doi: 10.1021/acs.accounts.5b00273. Epub 2015 Sep 9.
10
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J Am Chem Soc. 2015 Sep 2;137(34):10874-7. doi: 10.1021/jacs.5b05142. Epub 2015 Aug 21.
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