Topological and NBO analysis of hydrogen bonding interactions involving C–H⋯O bonds

Sosa, Gladis Laura; Peruchena, Nélida María; Contreras, Rubén H.; Castro, Eduardo A.

doi:10.1016/s0166-1280(01)00670-4

Cited by 114 publications

(57 citation statements)

References 33 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The hydrogen bonds are associated with the presence of a bcp between the hydrogen atom and the acceptor atom, which are linked by concomitant bond path. The electron density calculated by the AIM theory is not sensitive to either basis set or induction of electron correlation [20]. The calculated electron density (r) and Laplacian of electron density ٌ 2 (r) values for anion clusters in Table V coincide fairly well with the values reported for different hydrogen-bonded complexes, where this quantity was found to vary from 0.002 to 0.034 a.u.…”

Section: Topological Analysissupporting

confidence: 77%

Density functional studies on hydrogen‐bonded clusters of hydrogen halides and the interaction on halide anions

Nirmala

Kolandaivel

2005

Int J of Quantum Chemistry

View full text Add to dashboard Cite

Density functional theory (DFT) calculations have been performed to study the structures and stability of X Ϫ .(HX) nϭ2-5 clusters where X ϭ F, Cl, Br at B3LYP/6-311ϩϩG** level of theory. The presence of halide ions in these clusters disintegrates the hydrogen halide clusters. All the hydrogen halides are then hydrogen bonded to the centrally placed halide ions, thereby forming multiple hydrogen bonds. The interaction energies have been corrected for the basis set superposition error (BSSE) using Boy's counterpoise correction method. Evidence for the destruction of hydrogen bonds in hydrogen halide clusters due to the presence of halide ions is further obtained from topological analysis and natural bond orbital analysis. The chemical hardness and chemical potential have been calculated for all the anion clusters. The above analysis reveals that hydrogen bonding in these systems is not an essentially electrostatic interaction. The nature of the stabilization interactions operative in these multiple hydrogen-bonded clusters has been explained in terms of many-body contribution to interaction energies. From these studies, an attempt has been made to understand the nature of the molecular properties resulting from different electronegativities of the halogens.

show abstract

Section: Topological Analysissupporting

confidence: 77%

Density functional studies on hydrogen‐bonded clusters of hydrogen halides and the interaction on halide anions

Nirmala

Kolandaivel

2005

Int J of Quantum Chemistry

View full text Add to dashboard Cite

show abstract

“…A directional geometry can be populated easily in the liquid state in imidazolium-based ILs. [45,73,74] The molecular orbital analysis provides the proof at the electronic level that the resonant structure of the imidazolium cation results in a stronger hydrogen-bonded interaction. [32] In the [Emim]Cl ion-pair, the HOMO of Cl À can interact with the LUMO of cation to form a s-type orbital overlap, such that the Cl À ion locates near to C 2 À H group (seeing the molecular orbital diagram in Figure 1 A).…”

Section: Structural Characteristics Of Hydrogen Bondsmentioning

confidence: 99%

“…[26] However, some molecular dynamics simulations also support the description of hydrogen bonds in ILs if the proper force fields are used by taking the specific interactions into account, as demonstrated by the Steinhauser group, [41] by the Ludwig group [42,43] and by the Balassubramanian group. [44][45][46] In this review, we focus on the hydrogen bond to shed light on its effects and roles in many important properties and applications of ILs. In addition, because the imidazolium-based salts are most widely studied, consequently, many results reported in the following deal with this kind of RTIL.…”

Section: Introductionmentioning

confidence: 99%

Hydrogen Bonds: A Structural Insight into Ionic Liquids

Dong¹,

Zhang²

2012

Chemistry A European J

266

185

View full text Add to dashboard Cite

Ionic liquids (ILs) have attracted intensive attention in academia and industry due to their unique properties and potential applications. Nowadays, much interest is focused on finding out what is the main force that determines the properties of ionic liquids. Intuitively like NaCl, in high-temperature molten salt (HTMS) the electrostatic Coulomb force is regarded as the dominant factor that determines the behaviors of ILs. However, a large amount of evidence indicates that such a molten-salt-based simplified explanation is not consistent with the corresponding experimental results. Besides the Coulomb force, the hydrogen bond is another important noncovalent interaction in the IL and is closely related to some important properties and applications, as suggested in some new research results. Therefore in this review, we present results concerning the hydrogen bond in ILs, from the perspective of experiment and calculation, to shed light on its effects and roles. The deep insights into structure, in particular the hydrogen bonds, can provide us with a rational design for the new ILs to fulfill the demands in some complicated chemical processes.

show abstract

“…Let us remember that halogen bonds have been compared to hydrogen bonds and have been shown to be similar in many aspects [63][64][65][66][67]. Briefly summarizing, let us mention that the contraction of a Z-H bond in a hydrogenbonded system ZH···Y has been explained mainly by a variation of the σ*(C-H) occupation and a change in the hybridization of the Z(H) atom [68][69][70][71][72][73][74]. These parameters can also be discussed for the blue-shifting halogen bonds.…”

Section: Nbo Analysismentioning

confidence: 99%

On the nature of halogen bonded complexes between carbonyl bases and chlorotrifluoromethane

et al. 2015

View full text Add to dashboard Cite

Topological and NBO analysis of hydrogen bonding interactions involving C–H⋯O bonds

Cited by 114 publications

References 33 publications

Density functional studies on hydrogen‐bonded clusters of hydrogen halides and the interaction on halide anions

Density functional studies on hydrogen‐bonded clusters of hydrogen halides and the interaction on halide anions

Hydrogen Bonds: A Structural Insight into Ionic Liquids

On the nature of halogen bonded complexes between carbonyl bases and chlorotrifluoromethane

Contact Info

Product

Resources

About