DOI: 10.1063/1.1730878. On the Nature of Solvent Effects in the Proton Resonance Spectra of Unsaturated Ring Compounds. II. Heterocyclic Compounds

On the Nature of Solvent Effects in the Proton Resonance Spectra of Unsaturated Ring Compounds. II. Heterocyclic Compounds

10.1063/1.1730878

Crossref journal-article

AIP Publishing

The Journal of Chemical Physics (317)

Abstract

In unsaturated heterocyclic compounds, the relative chemical shifts of the protons bonded to the ring are strongly dependent on solvent and concentration. In 6-membered ring compounds, as for example 4-picoline, the β hydrogens show a pronounced shift to low field in acetone solutions and to high field in benzene solutions. This behavior is similar to the behavior found for p-substituted toluenes (preceding paper). In the 5-membered heterocyclic compounds, for example pyrrole, the behavior of α and β hydrogens is reversed, the proton signals of α hydrogens being displaced selectively in acetone and benzene. The results can be interpreted in terms of a preferential hydrogen bonding of the α protons with the donor solvent molecules.

Bibliography

Schaefer, T., & Schneider, W. G. (1960). On the Nature of Solvent Effects in the Proton Resonance Spectra of Unsaturated Ring Compounds. II. Heterocyclic Compounds. The Journal of Chemical Physics, 32(4), 1224â1226.

Authors 2

T. Schaefer (first)
W. G. Schneider (additional)

References 3 Referenced 42

10.1063/1.1730877 / J. Chem. Phys. (1960)
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{'key': '2024020819000348600_r3', 'first-page': '68', 'volume': '35', 'year': '1957', 'journal-title': 'Can. J. Chem.'} / Can. J. Chem. (1957)

Dates

Type	When
Created	20 years, 8 months ago (Jan. 5, 2005, 9:34 p.m.)
Deposited	1 year, 6 months ago (Feb. 8, 2024, 2:20 p.m.)
Indexed	1 month, 4 weeks ago (July 8, 2025, 6:27 a.m.)
Issued	65 years, 5 months ago (April 1, 1960)
Published	65 years, 5 months ago (April 1, 1960)
Published Print	65 years, 5 months ago (April 1, 1960)

Funders 0

None

BibTeX

@article{Schaefer_1960, title={On the Nature of Solvent Effects in the Proton Resonance Spectra of Unsaturated Ring Compounds. II. Heterocyclic Compounds}, volume={32}, ISSN={1089-7690}, url={http://dx.doi.org/10.1063/1.1730878}, DOI={10.1063/1.1730878}, number={4}, journal={The Journal of Chemical Physics}, publisher={AIP Publishing}, author={Schaefer, T. and Schneider, W. G.}, year={1960}, month=apr, pages={1224–1226} }

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