Conformational stability of cyclobutanol from temperature dependent infrared spectra of xenon solutions, r0 structural parameters, ab initio calculations and vibrational assignment

Durig, J. R.; Ganguly, Arindam; Defrawy, Ahmed M. El; Gounev, Todor K.; Guirgis, Gamil A.

doi:10.1016/j.saa.2008.04.010

Cited by 17 publications

(10 citation statements)

References 24 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…This was a reasonable hypothesis, since the equatorial conformation of a hydroxyl group often predominates over the axial one in flexible ring compounds such as cyclobutanol [27] or cyclohexanol [28]. Solidification brought about by cooling or pressurizing, may or may not be accompanied by the change of molecular conformation.…”

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Glycolaldehyde dimer in the stable crystal phase has axial OH groups: Raman, infrared and X-ray data analysis

Mohaček-Grošev

Prugovečki

Prugovečki³

et al. 2013

Journal of Molecular Structure

View full text Add to dashboard Cite

Mohaček-Grošev, V., Prugovečki, B., , ''Glycolaldehyde dimer in the stable crystal phase has axial OH groups: Raman, infrared and X-ray data analysis '', Journal of Molecular Structure, Vol. 1047, pp. 209-215. Glycolaldehyde dimer in the stable crystal phase has axial OH groups:Raman, infrared and X-ray data analysisGraphical abstract AbstractAlthough a small molecule and a simple 1,4-dioxane derivative, 2,5-dihydroxy-1,4-dioxane or glycolaldehyde dimer has a crystal structure that has eluded researchers so far, chief reason lying presumably in substance polymorphism. Here we report for the first time on the stable crystal structure of the glycolaldehyde dimer characterized by the X-ray powder diffraction method at room temperature. It crystallizes in the monoclinic system, space group P2 1 /c, with unit cell parameters a = 5.9473 (1) Mohaček-Grošev, V., Prugovečki, B., Prugovečki, S., Strukan, N. (2013), ''Glycolaldehyde dimer in the stable crystal phase has axial OH groups: Raman, infrared and X-ray data analysis '', Journal of Molecular Structure, Vol. 1047, pp. 209-215. Raman and infrared spectra were re-examined and assigned with the help of ab initio calculation followed by a normal modes analysis modes most sensitive to crystal packing were identified as the C-OH deformations which were assigned to the IR and Raman bands at 1239 and 1237 cm −1 , respectively; the two O-C-O deformation modes, both associated with the Raman and IR bands at 561 and 535 cm −1 and, the two OH torsion modes assigned to the IR bands at 630 and 604 cm −1 .

show abstract

Section: Resultsmentioning

confidence: 99%

“…Therefore, determination of the relative stability of two glycolaldehyde dimer forms, one having two hydroxyl groups placed axially, and the other having two OH groups placed equatorially, is not possible in the way it was performed, e.g. in vibrational studies of bicyclopropyl [26] or cyclobutanol [27].…”

Section: Resultsmentioning

confidence: 99%

Glycolaldehyde dimer in the stable crystal phase has axial OH groups: Raman, infrared and X-ray data analysis

Mohaček-Grošev

Prugovečki

Prugovečki³

et al. 2013

Journal of Molecular Structure

View full text Add to dashboard Cite

show abstract

“…For the theoretical NMR investigations, the gauge including atomic orbitals/density functional theory (GIAO/DFT) approach is widely used for various types of compounds [23][24][25][26][27][28][29][30][31]. The DFT/B3LYP method exhibits good performance on electron affinities, excellent performance on bond energies and reasonably good performance on vibrational frequencies and geometries of inorganic or ionic compounds [32,33] as well as organic and neutral compounds [34][35][36][37][38][39][40].…”

Section: Introductionmentioning

confidence: 99%

FT-IR, NMR spectroscopic and quantum mechanical investigations of two ferrocene derivatives

Alver¹,

Parlak²

2017

Bull. Chem. Soc. Eth.

View full text Add to dashboard Cite

ABSTRACT. New ferrocene derivatives as N-(3-piperidin-1-ylpropyl)ferrocenamide and N-(pyridine-3-ylmethyl)ferrocenamide (Fc-3pica) and structural investigations were carried out with 1 H, 13 C, DEPT 45 or 135, HETCOR, COSY NMR and FT-IR spectroscopic techniques. Characterization of Fc-3ppa (FeC19H26N2O) and Fc-3pica (FeC17H16N2O) was also supported by density functional theory (DFT) used by B3LYP functional and 6-31G(d) or 6-311++G(d,p) basis sets. From the combination of all the results, it can be clearly seen that syntheses of Fc-3ppa and Fc-3pica have been successfully achieved. Theoretical values are successfully compared against experimental data and B3LYP method is able to provide satisfactory results for predicting NMR properties and vibrational frequencies of the synthesized ferrocene based systems.

show abstract

“…Due to the lack of structural information, they used the results from the extended SCF computations (4-31G level) to fit the experimental rotational constants from the previous microwave investigation. Recently, Durig [15] et al . studied the temperature dependent infrared spectra of cyclobutanol in xenon solutions and carried out ab initio calculations combined with the previously reported [9] rotational constants to obtained the r 0 structural parameters.…”

Section: Introductionmentioning

confidence: 99%

Microwave spectra and structural parameters of equatorial-trans cyclobutanol

Lin

Ganguly

Minei

et al. 2009

Journal of Molecular Structure

Self Cite

View full text Add to dashboard Cite

Conformational stability of cyclobutanol from temperature dependent infrared spectra of xenon solutions, r0 structural parameters, ab initio calculations and vibrational assignment

Cited by 17 publications

References 24 publications

Glycolaldehyde dimer in the stable crystal phase has axial OH groups: Raman, infrared and X-ray data analysis

Glycolaldehyde dimer in the stable crystal phase has axial OH groups: Raman, infrared and X-ray data analysis

FT-IR, NMR spectroscopic and quantum mechanical investigations of two ferrocene derivatives

Microwave spectra and structural parameters of equatorial-trans cyclobutanol

Contact Info

Product

Resources

About