Anomeric Effect in Halogenated Methanols: A Quantum Theory of Atoms in Molecules Study

被引：16

作者：

Ferro-Costas, David ^{[1
]}

Vila, Antonio ^{[1
]}

Mosquera, Ricardo A. ^{[1
]}

机构：

[1] Univ Vigo, Dept Quim Fis, Fac Quim, Vigo 36310, Galicia, Spain

来源：

JOURNAL OF PHYSICAL CHEMISTRY A | 2013年 / 117卷 / 07期

关键词：

ENERGY DECOMPOSITION SCHEME; CONFORMATION; DENSITY; ORIGIN; UNIT;

D O I：

10.1021/jp310534x

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The quantum theory of atoms in molecules (QTAIM) has been used to analyze the gauche conformational preference of fluoromethanol and chloromethanol. The analysis of the total atomic population and localization and delocalization indices show trends that are not in line with the hyperconjugative explanation. Energy terms arising from the QTAIM partitioning have been obtained for fluoromethanol, revealing that (i) C-O interaction plays the most significant role in stabilizing the gauche rotamer and (ii) the summation of exchange terms (the only ones that could be related to hyperconjugation) has a smaller weight than electrostatic ones in the energy balance among gauche, anti, and syn conformations; however, they are far from being negligible.

引用

页码：1641 / 1650

页数：10

共 50 条

[1] APPLICATION OF QUANTUM-THEORY OF ATOMS IN MOLECULES TO STUDY OF ANOMERIC EFFECT IN DIMETHOXYMETHANE
WERSTIUK, NH
LAIDIG, KE
MA, J
[J]. ANOMERIC EFFECT AND ASSOCIATED STEREOELECTRONIC EFFECTS, 1993, 539 : 176 - 204
[2] Interpretation of anomeric effect in the N-C-N unit with the quantum theory of atoms in molecules
Eskandari, Keiamars
Vila, Antonio
Mosquera, Ricardo A.
[J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2007, 111 (34): : 8491 - 8499
[3] Inductive Effect: A Quantum Theory of Atoms in Molecules Perspective
Smith, Ashlyn P.
McKercher, Adrienne E.
Mawhinney, Robert C.
[J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2011, 115 (45): : 12544 - 12554
[4] QUANTUM THEORY OF ATOMS AND MOLECULES
GOLEBIEW.A
TAYLOR, HS
[J]. ANNUAL REVIEW OF PHYSICAL CHEMISTRY, 1967, 18 : 353 - &
[5] QUANTUM THEORY OF ATOMS + MOLECULES
SINANOGLU, O
TUAN, DF
[J]. ANNUAL REVIEW OF PHYSICAL CHEMISTRY, 1964, 15 : 251 - &
[6] Quantum Theory Atoms in Molecules Study about the Inductive Effect of Substituents in Methane Derivatives
Macedo, Gabriel K.
Haiduke, Roberto L. A.
[J]. ACS OMEGA, 2020, 5 (15): : 9041 - 9045
[7] Quantum theory of atoms in molecules for photovoltaics
Potemkin, Vladimir
Palko, Nadezhda
Grishina, Maria
[J]. SOLAR ENERGY, 2019, 190 : 475 - 487
[8] The Quantum Theory of Atoms in Positronic Molecules: A Case Study on Diatomic Species
Goli, Mohammad
Shahbazian, Shant
[J]. INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY, 2011, 111 (09) : 1982 - 1998
[9] The quantum theory of molecules with large amounts of atoms
Hunkel, H
[J]. PHYSIKALISCHE ZEITSCHRIFT, 1923, 24 : 252 - 257
[10] TOPOLOGY AND QUANTUM THEORY OF ATOMS IN MOLECULES AND CRYSTALS
Bader, R. F. W.
[J]. ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 1996, 52 : C555 - C555

← 1 2 3 4 5 →