X-H⋯C hydrogen bonds in n-alkane-HX (X = F, OH) complexes are stronger than C-H⋯X hydrogen bonds

Parajuli, Rajendra Prasad; Arunan, E.

doi:10.1007/s12039-015-0861-7

Cited by 11 publications

(9 citation statements)

References 44 publications

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“…In an effort to comprehend this behavior, the redshift in the acetylenic C−H stretching frequencies were plotted against other components of the SAPT2 interaction energy, such as induction, dispersion, and exchange repulsion, and the results are presented in Figure A–C. Similar correlations between various energy components for a variety of hydrogen‐bonded systems have been reported in the literature . It can be seen from Figure that the frequency shifts are linearly correlated with induction energy, which is a second‐order electrostatic effect.…”

Section: Resultssupporting

confidence: 65%

Spectroscopic and Ab Initio Investigation of C−H⋅⋅⋅N Hydrogen‐Bonded Complexes of Fluorophenylacetylenes: Frequency Shifts and Correlations

et al. 2016

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The C-H⋅⋅⋅N hydrogen-bonded complexes of several fluorophenyacetylenes with ammonia and methylamine were characterized by a redshift in the acetylenic C-H stretching vibration of the phenylacetylene moiety. These redshifts were linearly correlated with the stabilization energies calculated at the CCSD(T)/CBS//MP2-aug-cc-pVDZ level. Analysis of various components of the interaction energy indicated that the observed redshifts were weakly correlated with the electrostatic component. The weaker linear correlation between the frequency shifts and the electrostatic component between two data sets can perhaps be attributed to the marginal differences in the Stark tuning rate and zero-field shifts. The induction and exchange-repulsion components were linearly correlated. However, the dispersion component depends on the nature of the hydrogen-bond acceptor and shows a quantum jump when the hydrogen-bond acceptor is changed from ammonia to methylamine. The observed linear correlation between the redshifts in the C-H stretching frequencies and the total stabilization energies is due to mutual cancellation of deviations from linearity between various components.

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Section: Resultssupporting

confidence: 65%

Spectroscopic and Ab Initio Investigation of C−H⋅⋅⋅N Hydrogen‐Bonded Complexes of Fluorophenylacetylenes: Frequency Shifts and Correlations

et al. 2016

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“…In present article we consider the geometry and electronic structure of the HOH...CH 4 It should be added that previous results [75,124] obtained for complexes of water and hydronium with alkanes can be also considered as evidence of the OH...(CH) interactions. In adducts of hydronium with isobutane [124] and water with butane [75], the H atom points on the middle of CH bond, which is the region of high electron density associated with -electrons.…”

Section: Discussionmentioning

confidence: 99%

“…In adducts of hydronium with isobutane [124] and water with butane [75], the H atom points on the middle of CH bond, which is the region of high electron density associated with -electrons. Due to their ability to proton binding, CH  bonds are likely can participate in transport of protons in biochemical systems.…”

Section: Discussionmentioning

confidence: 99%

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Intermolecular charge transfer as evidence for unusual O–H⋯C(sp3) hydrogen bond

Isaev

2016

Computational and Theoretical Chemistry

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“…One of the recent examples is work by Parajuli and Arunan. 30 They used electrostatic potential map of n-alkanes (propane, butane, pentane) to study X-H• • • C and C-H• • • X hydrogen bonds (X=F.OH). We have used the same method to plot the map of electrostatic potential surface of ethanol at 0.001 a.u.…”

Section: Methodsmentioning

confidence: 99%

C2H5OH⋯HX (X=OH, SH, F) interactions: Is there a carbon bond?

Parajuli

2016

J Chem Sci

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Computational study of ethanol complexes with H 2 O, H 2 S and HF molecules has been carried out using a MP2 level of theory. Carbon bonding and hydrogen bonding interactions have been analyzed in this study for all the complexes. The interaction between the carbon atom of CH 2 group of ethanol and electron-rich centre of other molecules such as the O atom of water has been found. In addition to C• • • X interaction, C-H• • • X interaction has also been observed for all the complexes. Ab initio calculations and Atoms in Molecules (AIM) theoretical calculations confirm this. The hydrogen bonding interactions with the OH group of ethanol have also been analyzed.

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X-H⋯C hydrogen bonds in n-alkane-HX (X = F, OH) complexes are stronger than C-H⋯X hydrogen bonds

Cited by 11 publications

References 44 publications

Spectroscopic and Ab Initio Investigation of C−H⋅⋅⋅N Hydrogen‐Bonded Complexes of Fluorophenylacetylenes: Frequency Shifts and Correlations

Spectroscopic and Ab Initio Investigation of C−H⋅⋅⋅N Hydrogen‐Bonded Complexes of Fluorophenylacetylenes: Frequency Shifts and Correlations

Intermolecular charge transfer as evidence for unusual O–H⋯C(sp3) hydrogen bond

C2H5OH⋯HX (X=OH, SH, F) interactions: Is there a carbon bond?

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