Hydrogen Bonding to Alkanes: Computational Evidence
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Hydrogen Bonding to Alkanes: Computational Evidence. / Hammerum, Steen; Olesen, Solveig Gaarn.
In: Journal of Physical Chemistry A, Vol. 113, 2009, p. 7940-44.Research output: Contribution to journal › Journal article › Research › peer-review
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TY - JOUR
T1 - Hydrogen Bonding to Alkanes: Computational Evidence
AU - Hammerum, Steen
AU - Olesen, Solveig Gaarn
PY - 2009
Y1 - 2009
N2 - The structural, vibrational, and energetic properties of adducts ofalkanes and strong cationic proton donors were studied with composite abinitio calculations. Hydrogen bonding in [D-H+ H-alkyl] adductscontributes to a significant degree to the interactions between the twocomponents, which is substantiated by NBO and AIM results. The hydrogenbonds manifest themselves in the same manner as conventional hydrogenbonds, D-H bond elongation, D-H vibrational stretching frequency red shiftand intensity increase, and adduct stabilization. The alkane adductsalso exhibit elongation of the C-H bonds involved and a concurrent redshift, which is rationalized in terms of charge-transfer interactionsthat cause simultaneous weakening of both the O-H and C-H bonds. Likeother dihydrogen-bonded adducts, the adducts possess a bent structureand asymmetric bifurcated hydrogen bonds. The hydrogen bonds are strongerin adducts of isobutane and in adducts of stronger acids. Intramolecularhydrogen bonding in protonated long-chain alcohols manifests itself in thesame manner as intermolecular hydrogen bonding and can be equally strong. Udgivelsesdato: 12 juni 2009
AB - The structural, vibrational, and energetic properties of adducts ofalkanes and strong cationic proton donors were studied with composite abinitio calculations. Hydrogen bonding in [D-H+ H-alkyl] adductscontributes to a significant degree to the interactions between the twocomponents, which is substantiated by NBO and AIM results. The hydrogenbonds manifest themselves in the same manner as conventional hydrogenbonds, D-H bond elongation, D-H vibrational stretching frequency red shiftand intensity increase, and adduct stabilization. The alkane adductsalso exhibit elongation of the C-H bonds involved and a concurrent redshift, which is rationalized in terms of charge-transfer interactionsthat cause simultaneous weakening of both the O-H and C-H bonds. Likeother dihydrogen-bonded adducts, the adducts possess a bent structureand asymmetric bifurcated hydrogen bonds. The hydrogen bonds are strongerin adducts of isobutane and in adducts of stronger acids. Intramolecularhydrogen bonding in protonated long-chain alcohols manifests itself in thesame manner as intermolecular hydrogen bonding and can be equally strong. Udgivelsesdato: 12 juni 2009
KW - Faculty of Science
U2 - 10.1021/jp9030392
DO - 10.1021/jp9030392
M3 - Journal article
C2 - 19522536
VL - 113
SP - 7940
EP - 7944
JO - Journal of Physical Chemistry Part A: Molecules, Spectroscopy, Kinetics, Environment and General Theory
JF - Journal of Physical Chemistry Part A: Molecules, Spectroscopy, Kinetics, Environment and General Theory
SN - 1089-5639
ER -
ID: 16130914