Affiliation:
1. 1Faculty of Chemistry, Jagiellonian University, 30-060, Kraków, Poland
2. 2Institute of Computational Chemistry and Department of Chemistry, Girona University, 17071, Girona, Catalonia, Spain
Abstract
AbstractChelatoaromaticity (aromaticity of chelate complexes) has been recently recognized as an important property influencing the stability of chelate compounds. In this paper, aromaticity of various forms of 8-hydroxyquinoline (anion, neutral molecule, zwitterion and cation) as well as its chelate complexes with magnesium and aluminium ions are investigated. Aromatic properties of these compounds are analyzed using several aromaticity indices based on energetic, geometric, magnetic and electronic physical manifestations of this phenomenon. Results of performed calculations have shown different aromatic properties for the two rings (pyridine and benzene) occurring in the studied ligand. Aromaticity of these rings in metal complexes of 8-hydroxyquinoline is significantly higher than that in corresponding ligand anion. This means that during complexation the aromaticity of the ligand increases and the chelatoaromatic effect stabilizes the studied metal complexes. In contrast, metallocyclic rings of studied metal complexes have non-aromatic properties, and, consequently, the metallocyclic ring is not stabilized by chelatoaromaticity. We conclude that, in the complex, every 8-hydroxyquinoline unit and the metal ion are separated p-electronic systems.
Subject
Materials Chemistry,General Chemistry
Reference45 articles.
1. );Schleyer;Chem Rev,2005
2. http dx org;Feixas;Phys Chem A,2007
3. http dx org;Kartsonakis;Gel Sci Technol,2008
4. http dx org;Katritzky;Rev,2001
5. of and Human Resources and Carcinogenesis Studies of hydroxyquinoline in Rats Mice CAS NO;Department;Health Toxicology,1985
Cited by
15 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