Relation between the frequency of the hydroxyl out-of-plane deformation vibration and the hydrogen bond length in carboxylic acids

1964 ◽  
Vol 20 (6) ◽  
pp. 1071-1079 ◽  
Author(s):  
Ingrid Fischmeister
Keyword(s):  
Hydrogen Bond ◽  
Bond Length ◽  
Carboxylic Acids ◽  
Plane Deformation ◽  
Deformation Vibration ◽  
Hydrogen Bond Length ◽  
Out Of Plane

Redshift or Adduct Stabilization—A Computational Study of Hydrogen Bonding in Adducts of Protonated Carboxylic Acids

2009 ◽  
Vol 15 (2) ◽  
pp. 239-248 ◽  
Author(s):  
Solveig Gaarn Olesen ◽  
Steen Hammerum
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Bond Strength ◽  
Bond Length ◽  
Carboxylic Acids ◽  
Computational Study ◽  
Proton Affinities ◽  
Oh Groups ◽  
Hydrogen Bond Strength ◽  
Length Changes

It is generally expected that the hydrogen bond strength in a D–H•••A adduct is predicted by the difference between the proton affinities (Δ PA) of D and A, measured by the adduct stabilization, and demonstrated by the infrared (IR) redshift of the D–H bond stretching vibrational frequency. These criteria do not always yield consistent predictions, as illustrated by the hydrogen bonds formed by the E and Z OH groups of protonated carboxylic acids. The Δ PA and the stabilization of a series of hydrogen bonded adducts indicate that the E OH group forms the stronger hydrogen bonds, whereas the bond length changes and the redshift favor the Z OH group, matching the results of NBO and AIM calculations. This reflects that the thermochemistry of adduct formation is not a good measure of the hydrogen bond strength in charged adducts, and that the ionic interactions in the E and Z adducts of protonated carboxylic acids are different. The OH bond length and IR redshift afford the better measure of hydrogen bond strength.

Hydrogen bond length and 15N NMR chemical shift of the glycine residue of some oligopeptides in the solid state

1991 ◽  
Vol 245 (1-2) ◽  
pp. 69-80 ◽  
Author(s):  
Shigeki Kuroki ◽  
Naoki Asakawa ◽  
Shinji Ando ◽  
Isao Ando ◽  
Akira Shoji ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Solid State ◽  
Chemical Shift ◽  
Bond Length ◽  
15N Nmr ◽  
Nmr Chemical Shift ◽  
Glycine Residue ◽  
Hydrogen Bond Length

Hydrogen Bond Length as a Key To Understanding Sweetness

2018 ◽  
Vol 9 (13) ◽  
pp. 3667-3672 ◽  
Author(s):  
F. Bruni ◽  
C. Di Mino ◽  
S. Imberti ◽  
S. E. McLain ◽  
N. H. Rhys ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Bond Length ◽  
Hydrogen Bond Length

Infrared and Raman polarized spectra of ammonium hydrogen bis(trichloroacetate) single crystal

1985 ◽  
Vol 63 (12) ◽  
pp. 3597-3604 ◽  
Author(s):  
Veneta Videnova-Adrabinska ◽  
Jan Baran ◽  
Henryk Ratajczak ◽  
William J. Orville-Thomas
Keyword(s):  
Hydrogen Bond ◽  
Single Crystal ◽  
Plane Deformation ◽  
Potential Energy Function ◽  
Strong Hydrogen Bond ◽  
Site Symmetry ◽  
Infrared And Raman Spectra ◽  
Out Of Plane ◽  
Ammonium Hydrogen ◽  
Stretching Vibration

The polarized infrared and Raman spectra of ammonium hydrogen bis(trichloroacetate) single crystal have been investigated in the 4000–350 cm−1 and 4000–10 cm−1 range, respectively. The infrared spectra have been measured at room and low temperatures. An assignment of the bands in terms of approximate type of motion is given. The asymmetric stretching vibration, vaOHO, of the strong hydrogen bond gives rise to a very broad infrared absorption, with a maximum around 800 ± 50 cm−1, which is polarized strictly along a tetragonal Z(c) direction of this crystal. For this vibration a correlation field (Davydov or factor group) splitting is not observed. The out-of-plane deformation vibration, γOHO, obeys selection rules for the C2 site symmetry group. This result and also an interpretation of the vC=O vibration strongly suggest that a potential energy function of the strong hydrogen bond has a single symmetric minimum.

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