Open AccessNaphthylbipyrrole-Containing Amethyrin Analogue: A New Ligand for the Uranyl (UO22+) Cation
Author(s) -
Gonzalo Anguera,
James T. Brewster,
Matthew D. Moore,
Juhoon Lee,
Gabriela I. VargasZúñiga,
Hadiqa Zafar,
Vincent M. Lynch,
Jonathan L. Sessler
Publication year - 2017
Publication title -
inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 233
eISSN - 1520-510X
pISSN - 0020-1669
DOI - 10.1021/acs.inorgchem.7b01668
Subject(s) - chemistry , uranyl , metalation , yield (engineering) , porphyrin , cyclic voltammetry , ligand (biochemistry) , actinide , salt (chemistry) , inorganic chemistry , uranium , nuclear magnetic resonance spectroscopy , medicinal chemistry , photochemistry , stereochemistry , organic chemistry , electrochemistry , ion , biochemistry , materials science , receptor , electrode , metallurgy
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 2 [N(SiMe 3 ) 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 1 H NMR and UV-vis spectroscopy, as well as cyclic voltammetry.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom