He(I)/He(II) ultraviolet photoelectron spectroscopic studies on organosulfur compounds with emphasis on the sulfur-oxygen interaction

István Pál Csonka, Gábor Vass, László Szepes, D. Szabó, István Kapovits

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

The electronic structure of compounds having the possibility of exhibiting intramolecular sulfur-oxygen non-bonded interaction of the S(II, IV or VI)···O(carbonyl or nitro) type and a hypervalent sulfur atom of the O-S-O type - i.e, R-S-Me, R-SO-Me, R-SO2-Me (R = 2-nitrophenyl; 2, 7 and 12), R-S-R, R-SO-R, R-SO2-R (R = 2-methoxycarbonylphenyl; 5, 10 and 15) and spirosulfurane (16) - have been investigated by the He(I) and He(II) ultraviolet photoelectron spectroscopic method. Reference compounds with R = phenyl or 4-nitrophenyl group (1, 3, 4, 6, 8, 9, 11, 13 and 14) were also studied for the sake of completeness and uniformity. On the basis of the photoelectron spectra and ab initio Hartree-Fock calculations, the sulfur-oxygen non-bonded interaction in compounds 2, 7, 12 and 5, 10, 15 can be attributed to electrostatic interaction. The sulfur-oxygen bond in the sulfoxides and sulfones, which is usually considered as a polarized double bond, seems to be a single bond with zwitterionic character. The photoelectron spectra of spirosulfurane (16) show no similarity to those of the symmetrical disubstituted sulfide, sulfoxide and sulfone (5, 10 and 15).

Original languageEnglish
Pages (from-to)141-159
Number of pages19
JournalJournal of Molecular Structure: THEOCHEM
Volume455
Issue number2-3
Publication statusPublished - Dec 18 1998

Fingerprint

Photoelectrons
Sulfur
photoelectrons
sulfur
Oxygen
Sulfones
sulfoxide
sulfones
oxygen
interactions
Sulfoxides
Sulfides
completeness
Coulomb interactions
Static Electricity
Electronic structure
sulfides
electrostatics
electronic structure
Atoms

Keywords

  • Spirosulfurane
  • Sulfide
  • Sulfone
  • Sulfoxide
  • Ultraviolet photoelectron spectroscopy

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Computational Theory and Mathematics
  • Atomic and Molecular Physics, and Optics

Cite this

He(I)/He(II) ultraviolet photoelectron spectroscopic studies on organosulfur compounds with emphasis on the sulfur-oxygen interaction. / Csonka, István Pál; Vass, Gábor; Szepes, László; Szabó, D.; Kapovits, István.

In: Journal of Molecular Structure: THEOCHEM, Vol. 455, No. 2-3, 18.12.1998, p. 141-159.

Research output: Contribution to journalArticle

Csonka, István Pál ; Vass, Gábor ; Szepes, László ; Szabó, D. ; Kapovits, István. / He(I)/He(II) ultraviolet photoelectron spectroscopic studies on organosulfur compounds with emphasis on the sulfur-oxygen interaction. In: Journal of Molecular Structure: THEOCHEM. 1998 ; Vol. 455, No. 2-3. pp. 141-159.
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