First 24-Membered Macrocyclic 1,10-Phenanthroline-2,9-Diamides—An Efficient Switch from Acidic to Alkaline Extraction of f-Elements-Reference-Cited by-同舟云学术

First 24-Membered Macrocyclic 1,10-Phenanthroline-2,9-Diamides—An Efficient Switch from Acidic to Alkaline Extraction of f-Elements

Published:2023-06-17 Issue:12 Volume:24 Page:10261
ISSN:1422-0067
Container-title:International Journal of Molecular Sciences
language:en
Short-container-title:IJMS

Author:

Lemport Pavel S.¹^ORCID,Petrov Valentine S.¹,Matveev Petr I.¹^ORCID,Leksina Uliana M.¹,Roznyatovsky Vitaly A.¹^ORCID,Gloriozov Igor P.¹,Yatsenko Alexandr V.¹,Tafeenko Viktor A.¹,Dorovatovskii Pavel V.²,Khrustalev Viktor N.³⁴^ORCID,Budylin Gleb S.⁵,Shirshin Evgeny A.⁵⁶,Markov Vitaliy Yu.¹^ORCID,Goryunkov Alexey A.¹^ORCID,Petrov Vladimir G.¹^ORCID,Ustynyuk Yuri A.¹,Nenajdenko Valentine G.¹^ORCID

Affiliation:

1. Department of Chemistry, Lomonosov Moscow State University, Leninskie Gory 1 bld. 3, Moscow 119991, Russia

2. National Research Center “Kurchatov Institute”, Moscow 123182, Russia

3. Department of Inorganic Chemistry, Peoples’ Friendship University of Russia (RUDN University), Moscow 115419, Russia

4. N.D. Zelinsky Institute of Organic Chemistry of Russian Academy of Sciences, Moscow 119991, Russia

5. Laboratory of Clinical Biophotonics, Biomedical Science and Technology Park, Sechenov First Moscow State Medical University, Moscow 119991, Russia

6. Faculty of Physics, M.V. Lomonosov Moscow State University, Moscow 119991, Russia

Abstract

A reaction of acyl chlorides derived from 1,10-phenanthroline-2,9-dicarboxylic acids with piperazine allows the preparation of the corresponding 24-membered macrocycles in good yield. The structural and spectral properties of these new macrocyclic ligands were thoroughly investigated, revealing promising coordination properties towards f-elements (Am, Eu). It was shown that the prepared ligands can be used for selective extraction of Am(III) from alkaline–carbonate media in presence of Eu(III) with an SFAm/Eu up to 40. Their extraction efficiency is higher than calixarene-type extraction of the Am(III) and Eu(III) pair. Composition of macrocycle–metal complex with Eu(III) was investigated by luminescence and UV-vis spectroscopy. The possibility of such ligands to form complexes of L:Eu = 1:2 stoichiometry is revealed.

Funder

Russian Science Foundation

Russian Ministry of Science and Education

Publisher

MDPI AG

Subject

Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Computer Science Applications,Spectroscopy,Molecular Biology,General Medicine,Catalysis

Link

https://www.mdpi.com/1422-0067/24/12/10261/pdf

Reference74 articles.

1. The exploration of macrocycles for drug discovery—An underexploited structural class;Driggers;Nat. Rev. Drug Discov.,2008

2. What can a chemist learn from nature’s macrocycles? A Brief, Conceptual View;Wessjohann;Mol. Divers.,2005

3. The role of macrocyclic compounds in the extraction and possible separation of platinum and rhodium from chloride solutions;Jyothi;Sci. Rep.,2016

4. Macrocycles: Lessons from the distant past, recent developments, and future directions;Yudin;Chem. Sci.,2015

5. Biomedical applications of macrocyclic ligand complexes;Mewis;Coord. Chem. Rev.,2010

Cited by 4 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. First 4,7-oxygenated 1,10-phenanthroline-2,9-diamides: synthesis, tautomerism and complexation with REE nitrates;Dalton Transactions;2024

2. New macrocyclic bis-1,10-phenanthroline-2,9-diamides. synthesis and stereodynamics in solutions;Журнал органической химии;2023-12-15

3. Separation and complexation of f-block elements using hard-soft donors combined phenanthroline extractants;Coordination Chemistry Reviews;2023-12

4. New Macrocyclic Bis-1,10-phenanthroline-2,9-dicarboxamides. Synthesis and Stereodynamics in Solution;Russian Journal of Organic Chemistry;2023-10