The Electronic Structure of β-Thioxoketones. A Photoelectron Spectroscopic Study of the Enol-Enethiol Tautomerism of Thioacetylacetone and Related Compounds

Research output: Contribution to journal › Journal article › Research › peer-review

Standard

The Electronic Structure of β-Thioxoketones. A Photoelectron Spectroscopic Study of the Enol-Enethiol Tautomerism of Thioacetylacetone and Related Compounds. / Jorgensen, Flemming S.; Carlsen, Lars; Duus, Fritz.

In: Journal of the American Chemical Society, Vol. 103, No. 6, 01.01.1981, p. 1350-1353.

Research output: Contribution to journal › Journal article › Research › peer-review

Harvard

Jorgensen, FS, Carlsen, L & Duus, F 1981, 'The Electronic Structure of β-Thioxoketones. A Photoelectron Spectroscopic Study of the Enol-Enethiol Tautomerism of Thioacetylacetone and Related Compounds', Journal of the American Chemical Society, vol. 103, no. 6, pp. 1350-1353. https://doi.org/10.1021/ja00396a008

APA

Jorgensen, F. S., Carlsen, L., & Duus, F. (1981). The Electronic Structure of β-Thioxoketones. A Photoelectron Spectroscopic Study of the Enol-Enethiol Tautomerism of Thioacetylacetone and Related Compounds. Journal of the American Chemical Society, 103(6), 1350-1353. https://doi.org/10.1021/ja00396a008

Vancouver

Jorgensen FS, Carlsen L, Duus F. The Electronic Structure of β-Thioxoketones. A Photoelectron Spectroscopic Study of the Enol-Enethiol Tautomerism of Thioacetylacetone and Related Compounds. Journal of the American Chemical Society. 1981 Jan 1;103(6):1350-1353. https://doi.org/10.1021/ja00396a008

Author

Jorgensen, Flemming S. ; Carlsen, Lars ; Duus, Fritz. / The Electronic Structure of β-Thioxoketones. A Photoelectron Spectroscopic Study of the Enol-Enethiol Tautomerism of Thioacetylacetone and Related Compounds. In: Journal of the American Chemical Society. 1981 ; Vol. 103, No. 6. pp. 1350-1353.

Bibtex

@article{2f947b5d6bcb44e994290f0d48ed18e2,
title = "The Electronic Structure of β-Thioxoketones. A Photoelectron Spectroscopic Study of the Enol-Enethiol Tautomerism of Thioacetylacetone and Related Compounds",
abstract = "The He I photoelectron spectra of thioacetylacetone, 2-acetylcyclohexanethione, 2-thioacetylcyclohexanone, and the S-methyl derivative of thioacetylacetone has been recorded and interpreted by comparison with PE data on related compounds. The interpretation has been supported by semiempirical molecular orbital calculations based on the CNDO/B, CNDO/S, and MNDO methods on the enol and enethiol forms of monothiomalondialdehyde. The three lowest ionization energies were determined as ns ͌π3<π2 for the enol form and as π3 πn0 <π2 for the enethiol form. The influence of hydrogen bonding on the electronic structure is discussed. Attention is called to the possibility of distinguishing generally by means of PE spectroscopy between the enol and enethiol forms of a tautomeric equilibrium system under consideration.",
author = "Jorgensen, {Flemming S.} and Lars Carlsen and Fritz Duus",
year = "1981",
month = jan,
day = "1",
doi = "10.1021/ja00396a008",
language = "English",
volume = "103",
pages = "1350--1353",
journal = "Journal of the American Chemical Society",
issn = "0002-7863",
publisher = "ACS Publications",
number = "6",

}

RIS

TY - JOUR

T1 - The Electronic Structure of β-Thioxoketones. A Photoelectron Spectroscopic Study of the Enol-Enethiol Tautomerism of Thioacetylacetone and Related Compounds

AU - Jorgensen, Flemming S.

AU - Carlsen, Lars

AU - Duus, Fritz

PY - 1981/1/1

Y1 - 1981/1/1

N2 - The He I photoelectron spectra of thioacetylacetone, 2-acetylcyclohexanethione, 2-thioacetylcyclohexanone, and the S-methyl derivative of thioacetylacetone has been recorded and interpreted by comparison with PE data on related compounds. The interpretation has been supported by semiempirical molecular orbital calculations based on the CNDO/B, CNDO/S, and MNDO methods on the enol and enethiol forms of monothiomalondialdehyde. The three lowest ionization energies were determined as ns ͌π3<π2 for the enol form and as π3 πn0 <π2 for the enethiol form. The influence of hydrogen bonding on the electronic structure is discussed. Attention is called to the possibility of distinguishing generally by means of PE spectroscopy between the enol and enethiol forms of a tautomeric equilibrium system under consideration.

AB - The He I photoelectron spectra of thioacetylacetone, 2-acetylcyclohexanethione, 2-thioacetylcyclohexanone, and the S-methyl derivative of thioacetylacetone has been recorded and interpreted by comparison with PE data on related compounds. The interpretation has been supported by semiempirical molecular orbital calculations based on the CNDO/B, CNDO/S, and MNDO methods on the enol and enethiol forms of monothiomalondialdehyde. The three lowest ionization energies were determined as ns ͌π3<π2 for the enol form and as π3 πn0 <π2 for the enethiol form. The influence of hydrogen bonding on the electronic structure is discussed. Attention is called to the possibility of distinguishing generally by means of PE spectroscopy between the enol and enethiol forms of a tautomeric equilibrium system under consideration.

UR - http://www.scopus.com/inward/record.url?scp=0000339679&partnerID=8YFLogxK

U2 - 10.1021/ja00396a008

DO - 10.1021/ja00396a008

M3 - Journal article

AN - SCOPUS:0000339679

VL - 103

SP - 1350

EP - 1353

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

SN - 0002-7863

IS - 6

ER -

ID: 218715147