Fourier transform—infrared study of hydrogen-bonding between an OH-donor and a vicinal oxygen acceptor

Singelenberg, F.A.J.; Maas, J.H. van der

doi:10.1016/0022-2860(90)80511-h

Cited by 15 publications

(6 citation statements)

References 18 publications

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“…CD has been of considerable interest by itself and has been studied previously by X-ray diffraction, 17 matrix isolation spectroscopy 18 and in more or less inert solvents. [18][19][20][21][22][23] As our work confirms as a side effect (see ESI †), there are substantial spectral shifts induced by such environments. 24 Furthermore, the energy sequence between cyclic and open intermolecular hydrogen bond patterns is likely to change by adding a solvent or matrix enclosure which can act as a hydrogen bond acceptor.…”

Section: Introductionmentioning

confidence: 62%

The reduced cohesion of homoconfigurational 1,2-diols

Hartwig

Lange

Poblotzki

et al. 2020

Phys. Chem. Chem. Phys.

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By a combination of linear FTIR and Raman jet spectroscopy, racemic trans-1,2-cyclohexanediol is shown to form an energetically unrivalled S 4 -symmetric heterochiral dimer in close analogy to 1,2-ethanediol.Analogous experiments with enantiopure trans-1,2-cyclohexanediol reveal the spectral signature of at least three unsymmetric homochiral dimers. A comparison to signal-enhanced spectra of 1,2-ethanediol and to calculations uncovers at least three transiently homochiral dimer contributions as well. In few of these dimer structures, the intramolecular OHÁ Á ÁO contact present in monomeric 1,2-diols survives, despite the kinetic control in supersonic jet expansions. This provides further insights into the dimerisation mechanism of conformationally semi-flexible molecules in supersonic jets. Racemisation upon dimerisation is shown to be largely quenched under jet cooling conditions, whereas it should be strongly energy-driven at higher temperatures. The pronounced energetic preference for heterochiral aggregation of vicinal diols is also discussed in the context of chirality-induced spin selectivity. † Electronic supplementary information (ESI) available: Interactive and static structures, tables of experimental and computational details, energy diagrams for different levels of calculation, and additional experimental spectra. See

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Section: Introductionmentioning

confidence: 62%

The reduced cohesion of homoconfigurational 1,2-diols

Hartwig

Lange

Poblotzki

et al. 2020

Phys. Chem. Chem. Phys.

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“…Most of the systems presented here have been previously investigated in solution 10,[25][26][27][28][29][30][31][32][33][34][35][36][37][38][39][40][41][42][43][44] or matrices 32,35,[45][46][47] via IR spectroscopy. However, the resulting vibrational frequencies are less suited as reference data for quantum chemistry.…”

Section: Introductionmentioning

confidence: 99%

Subtle hydrogen bonds: benchmarking with OH stretching fundamentals of vicinal diols in the gas phase

Hartwig¹,

Suhm²

2021

Phys. Chem. Chem. Phys.

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“…A third maximum is observed in between the two for the meso isomer. It has been been tentatively assigned to a cyclic dimer in which both OH's form an intramolecular hydrogen bond [4].…”

Section: Oh•••o Interactionmentioning

confidence: 99%

<title>Localized vibrations: moles in structure-land</title>

Maas

1992

SPIE Proceedings

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Functional groups reveal specific information about their direct surroundings; in fact they form the moles, the undercoveragents, in molecules. However, like with agents, the information is produced in coded form (spectral data) so one has to know the code into detail before the message is completely understood.The substantially improved accuracy (wavenumber, intensity) and sensitivity brought about by Fr-instruments, in combination with computer software, offer extended spectral information. Functional groups can now be examined in great detail. Obviously the amount of deducible structural items is group dependent, implying that one has to pursue the probing qualities of a functionality prior to use. The OH-group, and more in particular the OH-stretching vibration, proves to be an extremely good mole. Its potentials are demonstrated on conformational studies of various saturated alcohols, the presence of OHit bridges, the strength and type of OH<) bridges, all in an apolar solvent, and on the disclosure of different hydrogen bonds in some solid samples.

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Fourier transform—infrared study of hydrogen-bonding between an OH-donor and a vicinal oxygen acceptor

Cited by 15 publications

References 18 publications

The reduced cohesion of homoconfigurational 1,2-diols

The reduced cohesion of homoconfigurational 1,2-diols

Subtle hydrogen bonds: benchmarking with OH stretching fundamentals of vicinal diols in the gas phase

<title>Localized vibrations: moles in structure-land</title>

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