Theoretical evaluation of electron delocalization in aromatic molecules by means of atoms in molecules (AIM) and electron localization function (ELF) topological approaches.

@article{Poater2005TheoreticalEO,
  title={Theoretical evaluation of electron delocalization in aromatic molecules by means of atoms in molecules (AIM) and electron localization function (ELF) topological approaches.},
  author={Jordi Poater and Miquel Duran and Miquel Sol{\`a} and Bernard Silvi},
  journal={Chemical reviews},
  year={2005},
  volume={105 10},
  pages={
          3911-47
        }
}
Benzene is the emblematic example of an aromatic molecule, and the problem of its structure has given rise to a chemical serial story running over several decades. The epistemological digest of this story written by Stephen G. Brush1,2 shows how this problem has been at the root of important concepts such as those of mesomery and resonance. Before the advent of quantum mechanics, chemists had thought of the benzene structures in terms of two center bonds attempting to preserve the valence of… Expand
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References

SHOWING 1-10 OF 235 REFERENCES
The Vsepr Model of Molecular Geometry
Abstract The valence shell electron-pair repulsion model successfully accounts for geometrical variations in extensive classes of compounds. According to its basic postulate the geometry of aExpand
Reviews of modern quantum chemistry : a celebration of the contributions of Robert G. Parr
A collection of state-of-the-art reviews of diverse topics covering almost all the major areas of modern quantum chemistry. The current focus in the discipline of chemistry - synthesis, structure,Expand
Chemical Bonding and Molecular Geometry: From Lewis to Electron Densities
1. The Chemical Bond: Classical Concepts and Theories 2. Bond Properties 3. Some Basic Concepts of Quantum Mechanics 4. Molecular Geometry and the VSEPR Model 5. Ligand-Ligand Interactions and theExpand
Density-functional theory of atoms and molecules
Current studies in density functional theory and density matrix functional theory are reviewed, with special attention to the possible applications within chemistry. Topics discussed include theExpand
Atoms in molecules : a quantum theory
List of symbols 1. Atoms in chemistry 2. Atoms and the topology of the charge desnity 3. Molecular structure and its change 4. Mathematical models of structural change 5. The quantum atom 6. TheExpand
Atoms in Molecules: An Introduction
1. The Electron Density 2. The Gradient Vector Field 3. The Atom 4. The Bond 5. The Full Topology 6. Structural Change 7. The Quantum Atom 8. The Laplacian 9. Electrostatics 10. Bond Characterisation
Organometallics
native peoples, their languages, and their ways of life. It was then believed that a severe environment adversely affected native American cultures, that the people themselves constituted an inferiorExpand
Chemical Reviews
Essays in ChemistryVol. 1. Edited by J. N. Bradley, R. D. Gillard and R. F. Hudson. Pp. x + 115. (Academic Press: London and New York, May 1970.) 20s; $3.25.
Recent Developments and Applications of Modern Density Functional Theory
ferenzen enthalt. Dadurch kann der Léser einzelne Problème weiter vertiefen. Die Sorgfalt, die auf diesen Teil verwandt wurde, erhöht den Gebrauchswert des Werkes noch einmal deutlich. Bei derExpand
Electron Delocalization in Aromatic Molecules Chemical Reviews
  • Electron Delocalization in Aromatic Molecules Chemical Reviews
  • 2005
...
1
2
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4
5
...