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

  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},
  volume={105 10},
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
A theoretical study of the intramolecular interaction between proximal atoms in planar conformations of biphenyl and related systems
The nature of the interaction between proximal hydrogens in planar biphenyl has been recently a matter of debate as arguments in favor of and against the existence of “H–H” bonding have been recentlyExpand
The role of electronic delocalization in transition metal complexes from the electron localization function and the quantum theory of atoms in molecules viewpoints
Electronic delocalization is invoked in many textbooks as the driving force of several fundamental phenomena such as conjugation, hyperconjugation, and aromaticity. These phenomena are important toExpand
Quantum delocalization of benzene in the ring puckering coordinates
The effect of quantum mechanical delocalization of atomic nuclei on the conformation of the six-membered ring structure in two hydrocarbons, cyclohexane and benzene, is investigated using ab initioExpand
Evaluating the cyclic π-electron delocalization energy through a double cut of conjugated rings
The cutting of two bonds of a ring AB allows us to define two closed-shell disconnected fragments A and B, and to evaluate the energy of the AB molecule from the eigenstates of A and B byExpand
Resonance structures and electron density analysis.
  • P. Macchi
  • Materials Science, Medicine
  • Angewandte Chemie
  • 2009
The sensible use of experimental information on the molecular geometries to estimate the mixing of resonance structures was important in Pauling s approach, and many applications have been proposed based on structural analysis within the framework of “resonant molecules”, thus challenging molecular orbital (MO) theory. Expand
Electronic structures, intramolecular interactions, and aromaticity of substituted 1-(2-iminoethylidene) silan amine: a density functional study
The intramolecular hydrogen bond, molecular structure, π electrons delocalization, and vibrational frequencies in 1-(2-iminoethylidene) silan amine and its derivatives have been investigated by meansExpand
Aromaticity balance, π-electron cooperativity and H-bonding properties in tautomerism of salicylideneaniline: the quantum theory of atoms in molecules (QTAIM) approach
There are linear correlations between the orders of bonds involving intramolecular H-bond and electron density values at the relevant BCPs due to partially covalent character of these bonds, contrary to exponential behavior as for purely covalents bonds. Expand
Curly arrows meet electron density transfers in chemical reaction mechanisms: from electron localization function (ELF) analysis to valence-shell electron-pair repulsion (VSEPR) inspired interpretation.
The present work examines the detailed chemical insights that have been generated through 100 years of work worldwide on G. N. Lewis's ground breaking paper on The Atom and the Molecule, emphasizing how curly arrows meet electron density transfers in chemical reaction mechanisms and how the Lewis structure can be recovered. Expand
Electron density analysis of bent aromatic molecules: intramolecular interactions in small paracyclophanes
The electron distribution of molecules with distorted aromatic rings was analyzed using theoretical methods. The molecular geometries of Dewar benzene, the series of [n]paracyclophanes (n = 2,Expand
Revealing electron delocalization through the source function.
The results of a preliminary test aimed at understanding whether the SF descriptor is capable to reveal electron delocalization effects are corroborated by further examination of the previously investigated benzene, 1,3-cyclohexadiene, and cyclohexene series and by extending the analysis to some benchmark organic systems with different unsaturated bond patterns. Expand


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
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