Allenyl and alkynyl selenols and selenocyanates. Synthesis, spectroscopic characterization, and quantum chemical study

Jean Claude Guillemin, Gábor Bajor, El Hassan Riague, Brahim Khater, T. Veszprémi

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

Allenyl and alkynyl selenols and selenocyanates with gradually increasing distance between the selenium atom and the unsaturated group have been synthesized and studied by photoelectron spectroscopy and quantum chemical calculations. In the triple-bonded derivatives 1, 2, 5, and 6 (1-alkynylselenium derivatives), an enhanced conjugative interaction was observed, which results in a considerable (0.12-0.13 Å) Se - C bond shortening. In the propargyl 3 and 7 and homoallenyl derivatives 10 and 13 a slight but readily well observable hyperconjugation effect could be found. In the case of allenyl selenium derivatives 9 and 12 both effects are in operation, which result in a moderate Se - C bond shortening. With the previously reported study of alkenyl selenium derivatives, the type and extent of the interaction between the SeH or SeCN group and an unsaturated moiety (alkenyl, allenyl, or alkynyl substituent) are now completely clarified.

Original languageEnglish
Pages (from-to)2507-2518
Number of pages12
JournalOrganometallics
Volume26
Issue number10
DOIs
Publication statusPublished - May 7 2007

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selenium
Derivatives
Selenium
synthesis
photoelectron spectroscopy
interactions
Photoelectron spectroscopy
atoms
selenol
selenocyanic acid
Atoms

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry

Cite this

Allenyl and alkynyl selenols and selenocyanates. Synthesis, spectroscopic characterization, and quantum chemical study. / Guillemin, Jean Claude; Bajor, Gábor; Riague, El Hassan; Khater, Brahim; Veszprémi, T.

In: Organometallics, Vol. 26, No. 10, 07.05.2007, p. 2507-2518.

Research output: Contribution to journalArticle

Guillemin, Jean Claude ; Bajor, Gábor ; Riague, El Hassan ; Khater, Brahim ; Veszprémi, T. / Allenyl and alkynyl selenols and selenocyanates. Synthesis, spectroscopic characterization, and quantum chemical study. In: Organometallics. 2007 ; Vol. 26, No. 10. pp. 2507-2518.
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