5 years ago

Naphthylbipyrrole-Containing Amethyrin Analogue: A New Ligand for the Uranyl (UO22+) Cation

Naphthylbipyrrole-Containing Amethyrin Analogue: A New Ligand for the Uranyl (UO22+) Cation
Jonathan L. Sessler, Juhoon Lee, James T. Brewster, Gonzalo Anguera, Vincent M. Lynch, Hadiqa Zafar, Matthew D. Moore, Gabriela I. Vargas-Zúñiga
Using naphthobipyrrole as a functional building block, a new expanded porphyrin, naphthoisoamethyrin, was prepared in 85% yield under acid-catalyzed [4 + 2] MacDonald coupling conditions. Treatment of naphthoisoamethyrin with the nonaqueous uranyl silylamide salt [UO2[N(SiMe3)2]2·2THF], yielded the corresponding uranyl complex. Upon metalation, naphthoisoamethyrin undergoes a two-electron oxidation to yield a formal 22 π-electron aromatic species, as inferred from 1H NMR and UV−vis spectroscopy, as well as cyclic voltammetry.

Publisher URL: http://dx.doi.org/10.1021/acs.inorgchem.7b01668

DOI: 10.1021/acs.inorgchem.7b01668

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