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

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

doi:10.1021/acs.inorgchem.7b01668

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

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

^*Autor corresponent d’aquest treball

Producció científica: Article en revista indexada › Article › Avaluat per experts

16 Cites (Scopus)

Resum

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.

Idioma original	Anglès
Pàgines (de-a)	9409-9412
Nombre de pàgines	4
Revista	Inorganic Chemistry
Volum	56
Número	16
DOIs	https://doi.org/10.1021/acs.inorgchem.7b01668
Estat de la publicació	Publicada - 21 d’ag. 2017
Publicat externament	Sí

Accés al document

10.1021/acs.inorgchem.7b01668

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Com citar-ho

@article{cc0014a2522a4c66abab92810fff578e,

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

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 [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.",

author = "Gonzalo Anguera and Brewster, \{James T.\} and Moore, \{Matthew D.\} and Juhoon Lee and Vargas-Z{\'u}{\~n}iga, \{Gabriela I.\} and Hadiqa Zafar and Lynch, \{Vincent M.\} and Sessler, \{Jonathan L.\}",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

year = "2017",

month = aug,

day = "21",

doi = "10.1021/acs.inorgchem.7b01668",

language = "English",

volume = "56",

pages = "9409--9412",

journal = "Inorganic Chemistry",

issn = "0020-1669",

publisher = "American Chemical Society",

number = "16",

}

TY - JOUR

T1 - Naphthylbipyrrole-Containing Amethyrin Analogue

T2 - A New Ligand for the Uranyl (UO22+) Cation

AU - Anguera, Gonzalo

AU - Brewster, James T.

AU - Moore, Matthew D.

AU - Lee, Juhoon

AU - Vargas-Zúñiga, Gabriela I.

AU - Zafar, Hadiqa

AU - Lynch, Vincent M.

AU - Sessler, Jonathan L.

PY - 2017/8/21

Y1 - 2017/8/21

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/85027685916

U2 - 10.1021/acs.inorgchem.7b01668

DO - 10.1021/acs.inorgchem.7b01668

M3 - Article

C2 - 28783347

AN - SCOPUS:85027685916

SN - 0020-1669

VL - 56

SP - 9409

EP - 9412

JO - Inorganic Chemistry

JF - Inorganic Chemistry

IS - 16