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Journal ArticleDOI

Joint QTAIM and hirshfeld study of the σ and π charge distribution and electron delocalization in carbonyl compounds : A comparative study with the resonance model

TLDR
The resonance model, traditionally employed to explain the reactivity of these compounds, is not in line with the total atomic charges and DIs calculated by both methodologies, but the calculated values indicate that the pi population delocalizes only to a small degree.
Abstract
Atomic charges and delocalization indexes (DIs) for a series of carbonyl compounds comprising dimethyl ketone, acetaldehyde, acetic acid, methyl acetate, acetamide, methyl vinyl ketone, divinyl ket...

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Density functional theory and atoms-in-molecules investigation of intramolecular hydrogen bonding in derivatives of malonaldehyde and implications for resonance-assisted hydrogen bonding.

TL;DR: It is shown that as the donor-acceptor distance is varied, pi-electron density is redistributed among the carbon atoms in the intramolecular hydrogen bond ring; however, contrary to prior studies, the integrated atomic charges on the donor -acceptor atoms were found to be insensitive to variation of hydrogen-bonding distance.
Journal ArticleDOI

Are the Hirshfeld and Mulliken population analysis schemes consistent with chemical intuition

TL;DR: In this paper, a comparative study between the Hirshfeld and Mulliken population analysis schemes (abbreviated as HPA and MPA, respectively) is performed, and the results reveal that HPA fails to reproduce reliable intermolecular and intramolecular charge trends in several systems.
Journal ArticleDOI

QTAIM N-center delocalization indices as descriptors of aromaticity in mono and poly heterocycles.

TL;DR: In this article, the implementation of the n-center electron delocalization indices, n-DIs, and n-order electron localization indices within the framework of the quantum theory of atoms in molecules, QTAIM, is performed.
Journal ArticleDOI

Studies of regioselectivity of large molecular systems using DFT based reactivity descriptors

TL;DR: In this paper, the authors describe the recent works on Conceptual Density Functional Theory (DFT) based reactivity descriptors used to predict the regioselectivity of large systems, biomolecular systems, in particular.
Journal ArticleDOI

A Hirshfeld partitioning of polarizabilities of water clusters

TL;DR: A new Hirshfeld partitioning of cluster polarizability into intrinsic polarizabilities and charge delocalization contributions is presented and could be used to improve the existing force fields.
References
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Journal ArticleDOI

Bonded-atom fragments for describing molecular charge densities

TL;DR: In this article, a general and natural choice is to share the charge density at each point among the several atoms in proportion to their free-atom densities at the corresponding distances from the nuclei.
Journal ArticleDOI

The Lewis Model and Beyond

TL;DR: The electron pair density, in conjunction with the definition of an atom in a molecule, enables one to determine the average number of electron pairs that are localized to each atom and the number that are formed between any given pair of atoms as mentioned in this paper.
Journal ArticleDOI

Barriers to rotation adjacent to double bonds. 3. The carbon-oxygen barrier in formic acid, methyl formate, acetic acid, and methyl acetate. The origin of ester and amide resonance

TL;DR: In this article, the structures of the rotamers about the C-O bonds of formic acid, methyl formate, acetic acid, and methyl acetate were calculated by using the 6-31G* basis set and complete geometrical relaxation.
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