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Meso-N-Methylation of a porphyrinoid complex: activating the H-atom transfer capability of an inert ReV(O) corrolazine.


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 ReV(O)(TBP8Cz). New electron-transfer and hydrogen-atom-transfer reactivity is also seen for this complex, including one-electron reduction, which gives an air-stable 19?-electron aromatic radical complex.

SUBMITTER: Joslin EE 

PROVIDER: S-EPMC5351293 | biostudies-literature | 2017 Feb

REPOSITORIES: biostudies-literature

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meso-N-Methylation of a porphyrinoid complex: activating the H-atom transfer capability of an inert Re<sup>V</sup>(O) corrolazine.

Joslin Evan E EE   Zaragoza Jan Paulo T JP   Siegler Maxime A MA   Goldberg David P DP  

Chemical communications (Cambridge, England) 20170201 12


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<sup>V</sup>(O)(TBP<sub>8</sub>Cz). 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. ...[more]

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