Highly strained heterocycles constructed from boron-boron multiple bonds and heavy chalcogens

Holger Braunschweig, Philipp Constantinidis, Theresa Dellermann, William C. Ewing, Ingo Fischer, Merlin Hess, Fergus Ross Knight, Anna Rempel, Christoph Schneider, Stefan Ullrich, Alfredo Vargas, J Derek Woollins

Research output: Contribution to journalArticlepeer-review

66 Citations (Scopus)

Abstract

The reactions of a diborene with elemental selenium or tellurium are shown to afford a diboraselenirane or diboratellurirane, respectively. These reactions are reminiscent of the sequestration of sub-valent oxygen and nitrogen in the formation of oxiranes and aziridines; however, such reactivity is not known between alkenes and the heavy chalcogens. While carbon is too electronegative to affect the reduction of elements of lower relative electronegativity, the highly reducing nature of the B=B double bond enables reactions with Se0 and Te0. The capacity of multiple bonds between boron to donate electron density is highlighted in reactions where diborynes behave as nucleophiles, attacking one of the two Te atoms of diaryltellurides, forming salts consisting of diboratellurenium cations and aryltelluride anions.
Original languageEnglish
Pages (from-to)5606–5609
JournalAngewandte Chemie International Edition
Volume55
Issue number18
Early online date30 Mar 2016
DOIs
Publication statusPublished - 25 Apr 2016

Keywords

  • Boron
  • Heterocycles
  • Multiple bonds
  • Selenium
  • Tellurium

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