Theoretical study of borazine and its fluoroderivatives: aromaticity and cation–π, anion–π interaction

Miao, Ren; Yang, Gaosheng; Zhao, Chunmei; Hong, Jin; Zhu, Longgen

doi:10.1016/j.theochem.2004.10.062

Cited by 31 publications

(32 citation statements)

References 45 publications

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“…The reduced aromaticity of B 3 N 3 F 6 has also been reported . Furthermore, Costa et al found that by replacing the H atoms by halogen atoms (F, Cl, Br) reduces the aromaticity of borazine .…”

Section: Introductionmentioning

confidence: 81%

Relativistic effects on the ring current strengths of the substituted borazine: B₃N₃H₆ (X=H, F, Cl, Br, I, At)

Rabanal‐León

Tiznado

Alvarez‐Thon

2018

Int J of Quantum Chemistry

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In this study, we report about the relativistic effects on the aromaticity of borazine, B3N3H6, and their halogenated derivatives (B3N3F6, B3N3Cl6, B3N3Br6, B3N3I6, and B3N3At6), via the magnetically‐induced current density method. All‐electron density functional theory calculations were carried out using the four‐component Dirac‐Coulomb hamiltonian, including scalar and spin‐orbit relativistic effects. Ring current strengths were obtained by numerical integration over the current flow. These values were compared to the spin‐free (scalar relativistic) and nonrelativistic values, to assess the corresponding contributions to aromaticity. It was found that in B3N3I6 and B3N3At6 there exists a significant spin‐orbit influence, in line with the expected relativistic effects associated to the heavy elements, iodine, and astatine. Borazine, B3N3H6, is known to be slightly aromatic, but much less aromatic than benzene. The application of an external magnetic field induces a current density, that accounts for the delocalization and mobility of electrons in a molecule. Using this theoretical method, the aromaticity of the derivatives B3N3X6(X = H, F, Cl, Br, I, At) was investigated. The inclusion of heavy elements requires a relativistic treatment where the spin‐orbit coupling must be included. The figure shows the three‐dimensional pathways of the current density flow in B3N3At6.

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Section: Introductionmentioning

confidence: 81%

Relativistic effects on the ring current strengths of the substituted borazine: B₃N₃H₆ (X=H, F, Cl, Br, I, At)

Rabanal‐León

Tiznado

Alvarez‐Thon

2018

Int J of Quantum Chemistry

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“…Furthermore, it avoids introduction spurious effect arising from the electron flow perpendicular to the ring plane, since it corresponds directly to the induced current densities in the molecular ring system when a magnetic field is applied perpendicular to the ring plane. NICSzz (2) values have been shown to work satisfactory in the estimation of the aromaticity of borazine derivatives [34]. Thereby, NICSzz(2) is taken as the major aromaticity criterion in this study.…”

Section: Relative Aromaticity Of Borthiin and Its Derivatives From Nicsmentioning

confidence: 94%

Theoretical study of borthiin and its derivatives: structure and aromaticity

Ghiasi

Monajjemi

2007

Journal of Sulfur Chemistry

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The electronic structure and properties of borthiin and 6 tri-substituted derivatives have been investigated using ab initio calculations. Basic measures of aromatic character derived from structure, and a variety of magnetic criteria (magnetic isotropic and anisotropic susceptibilities, magnetic susceptibilities exaltations, NICS are considered. Energetic criteria suggest that B 3 S 3 Me 3 is the most aromatic of the species. However, by magnetic anisotropic susceptibilities, NICS zz (2) B 3 S 3 (CHO) 3 is the most aromatic of the family. NICS zz (2) is found to be a reliable measure of the aromaticity for all species.

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“…Parker and Davis have reported that Bfluorinated borazines are more aromatic in nature compared to the N-fluorinated borazines [42]. Further, Miao et al have shown that computed aromatic stabilization energy (ASE) for B-fluorinated borazines are higher than N-fluorinated borazines, which also support the greater aromaticity in B-fluorinated borazine [53]. The lower binding energy of F − ion with B-fluorinated borazines seems to arise due to the higher aromaticity compared to the corresponding less aromatic N-fluorinated borazines [42].…”

Section: Fluorine Derivatives Of Borazinementioning

confidence: 95%

In silico studies toward the recognition of fluoride ion by substituted borazines

Kesharwani

Ganguly

2012

Journal of Molecular Graphics and Modelling

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Theoretical study of borazine and its fluoroderivatives: aromaticity and cation–π, anion–π interaction

Cited by 31 publications

References 45 publications

Relativistic effects on the ring current strengths of the substituted borazine: B₃N₃H₆ (X=H, F, Cl, Br, I, At)

Relativistic effects on the ring current strengths of the substituted borazine: B₃N₃H₆ (X=H, F, Cl, Br, I, At)

Theoretical study of borthiin and its derivatives: structure and aromaticity

In silico studies toward the recognition of fluoride ion by substituted borazines

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Theoretical study of borazine and its fluoroderivatives: aromaticity and cation–π, anion–π interaction

Cited by 31 publications

References 45 publications

Relativistic effects on the ring current strengths of the substituted borazine: B3N3H6 (X=H, F, Cl, Br, I, At)

Relativistic effects on the ring current strengths of the substituted borazine: B3N3H6 (X=H, F, Cl, Br, I, At)

Theoretical study of borthiin and its derivatives: structure and aromaticity

In silico studies toward the recognition of fluoride ion by substituted borazines

Contact Info

Product

Resources

About

Relativistic effects on the ring current strengths of the substituted borazine: B₃N₃H₆ (X=H, F, Cl, Br, I, At)

Relativistic effects on the ring current strengths of the substituted borazine: B₃N₃H₆ (X=H, F, Cl, Br, I, At)