The hydrogen bond in the acetylene-2(HF) complex: A theoretical study about intramolecular and unusual π⋯H interactions using DFT and AIM calculations

Oliveira, Boaz G.; Araújo, Regiane C. M. U.; Carvalho, Antônio B.; Lima, Emmanuela Ferreira de; Silva, W.L.V.; Ramos, Mozart N.; Tavares, Alessandra M.

doi:10.1016/j.theochem.2006.06.028

Cited by 37 publications

(20 citation statements)

References 46 publications

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“…In some specific cases, the hydrogen bonding is considered the main focus in studies about intermediaries in organic reaction mechanisms, such as electrophilic addition [6]. In this process, a hydrogen-bonded complex [7] is formed through the interaction between a proton donor and a field containing high electronic density, which can be monoprotic acids and p or lone pair orbital, respectively.…”

Section: Introductionmentioning

confidence: 99%

Multiple proton donors on BeH2···2HCl trimolecular dihydrogen-bonded complex: some theoretical insights

2008

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In this theoretical work, the characterization of multiple proton donors in three isomers of BeH 2 ÁÁÁ2HCl trimolecular dihydrogen-bonded complex was developed through the analysis of structural parameters, electronic criteria, and analysis of vibrational harmonic spectrum, where all these data were obtained from the B3LYP/6-311++G(3d,3p) calculations. As dihydrogen bonds are formed by the interaction between two hydrogen atoms, proton donors and hydride hydrogen, the isomers of BeH 2 ÁÁÁ2HCl trimolecular dihydrogen-bonded complexes are stabilized by two, three, and four centers of proton donors. By analyzing the charge density integrations calculated by the theory of Atoms in Molecules, these multiple centers of proton donors were identified by quantification of the intermolecular electronic density, Laplacian operators, and charge transfers.

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Section: Introductionmentioning

confidence: 99%

Multiple proton donors on BeH2···2HCl trimolecular dihydrogen-bonded complex: some theoretical insights

2008

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“…8 Os resultados revelaram um sistema trimolecular estável em um mínimo da superfície de energia potencial, sendo demonstrada a existência de uma ligação de hidrogênio não-usual (nu) π•••H. Em contraste ao sistema bimolecular, onde é conhecida uma ligação de hidrogênio π•••H resultante da interação direta do ácido fluorídrico com a nuvem eletrônica π da ligação C≡C do acetileno, [9][10][11] a ligação de hidrogênio nu-π•••H caracteriza-se por uma interação entre o ácido fluorídrico e um átomo de carbono do acetileno.…”

Section: Introductionunclassified

Um estudo teórico de propriedades moleculares em complexos de hidrogênio trimoleculares C2H4···2HF, C2H2···2HF e C3h6···2HF

Oliveira¹,

Araújo²,

Pereira³

et al. 2008

Quím. Nova

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“…On the other hand, it has also been reported that binary hydrogen complexes are not dominant structures, since ternary complexes are also important for a thorough analysis of reaction mechanisms [26]. In practice, it is well known that ternary complexes are more stable than binary ones because stronger or multiple hydrogen bonds [27] as well as dihydrogen bonds [28][29][30] are formed, as reported by Jursic [31], Grabowski [32,33], Biczysko and Latajka [34], and others [35,36].…”

Section: Introductionmentioning

confidence: 94%

Theoretical aspects of binary and ternary complexes of aziridine⋯ammonia ruled by hydrogen bond strength

Oliveira

Araújo

2011

J Mol Model

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B3LYP calculations, ChelpG atomic charges, and quantum theory of atoms in molecules (QTAIM) integrations were used to investigate the binary (1:1) and ternary (1:2) hydrogen-bonded complexes formed by aziridine (1) and ammonia (2). In a series of analysis, geometry data, electronic parameters, vibrational oscillators, and topological descriptors were used to evaluate hydrogen bond strength, and additionally to determine the more prominent molecular deformations upon the formation of C(2)H(5)N···NH(3) (1:1) and C(2)H(5)N···2NH(3) (1:2) systems. Taking a spectroscopic viewpoint, results obtained from analysis of the harmonic infrared spectrum were examined. From these, new vibrational modes and red- and blue-shifts related to the stretch frequencies of either donors or acceptors of protons were identified. Furthermore, the molecular topology of the electronic density modeled in accord with QTAIM was absolutely critical in defining bond critical points (BCP) and ring critical points (RCP) on the heterocyclic structures. Taking all the results together allowed us to identify and characterize all the N···H hydrogen bonds, as well as the strain ring of the aziridine and its stability.

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The hydrogen bond in the acetylene-2(HF) complex: A theoretical study about intramolecular and unusual π⋯H interactions using DFT and AIM calculations

Cited by 37 publications

References 46 publications

Multiple proton donors on BeH2···2HCl trimolecular dihydrogen-bonded complex: some theoretical insights

Multiple proton donors on BeH2···2HCl trimolecular dihydrogen-bonded complex: some theoretical insights

Um estudo teórico de propriedades moleculares em complexos de hidrogênio trimoleculares C2H4···2HF, C2H2···2HF e C3h6···2HF

Theoretical aspects of binary and ternary complexes of aziridine⋯ammonia ruled by hydrogen bond strength

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