Planar [6]radialenes: Structure, synthesis, and aromaticity of benzotriselenophene and benzotrithiophene

Asit Patra, Yair H. Wijsboom, Linda J W Shimon, Michael Bendikov

Research output: Contribution to journalArticle

32 Citations (Scopus)

Abstract

(Figure Presented) Planar, but non-aromatic: The title [6]radialenes, which contain thiophene and selenophene units (see the ORTEP diagrams), can be prepared in a straightforward manner. X-ray crystal structures and the results of theoretical studies show that the central six-membered ring of these compounds, although planar and composed entirely of sp 2-hybridized carbon atoms, is completely non-aromatic.

Original languageEnglish
Pages (from-to)8814-8818
Number of pages5
JournalAngewandte Chemie - International Edition
Volume46
Issue number46
DOIs
Publication statusPublished - 2007

Fingerprint

Thiophenes
Thiophene
Carbon
Crystal structure
X rays
Atoms

Keywords

  • Aromaticity
  • Radialenes
  • Selenium
  • Structural properties
  • Sulfur heterocycles

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Planar [6]radialenes : Structure, synthesis, and aromaticity of benzotriselenophene and benzotrithiophene. / Patra, Asit; Wijsboom, Yair H.; Shimon, Linda J W; Bendikov, Michael.

In: Angewandte Chemie - International Edition, Vol. 46, No. 46, 2007, p. 8814-8818.

Research output: Contribution to journalArticle

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