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含萘基联吡咯的紫翠玉素类似物:一种用于铀酰(UO)阳离子的新型配体。

Naphthylbipyrrole-Containing Amethyrin Analogue: A New Ligand for the Uranyl (UO) Cation.

作者信息

Anguera Gonzalo, Brewster James T, Moore Matthew D, Lee Juhoon, Vargas-Zúñiga Gabriela I, Zafar Hadiqa, Lynch Vincent M, Sessler Jonathan L

机构信息

Department of Chemistry, The University of Texas at Austin , 105 East 24th Street, Stop A5300, Austin, Texas 78712-1224, United States.

出版信息

Inorg Chem. 2017 Aug 21;56(16):9409-9412. doi: 10.1021/acs.inorgchem.7b01668. Epub 2017 Aug 7.

DOI:10.1021/acs.inorgchem.7b01668
PMID:28783347
Abstract

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 [UO[N(SiMe)]·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 H NMR and UV-vis spectroscopy, as well as cyclic voltammetry.

摘要

以萘并双吡咯作为功能结构单元,在酸催化的[4 + 2]麦克唐纳偶联条件下,以85%的产率制备了一种新型的扩展卟啉——萘异amethyrin。用非水铀酰硅烷基酰胺盐[UO[N(SiMe)]·2THF]处理萘异amethyrin得到相应的铀酰配合物。通过金属化反应,萘异amethyrin发生双电子氧化,从氢核磁共振谱、紫外可见光谱以及循环伏安法推断,生成一种形式上具有22个π电子的芳香族物种。

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