Geometrically enforced donor-facilitated dehydrocoupling leading to an isolable arsanylidine-phosphorane

Brian Alexander Chalmers, Michael Buehl, Kasun Sankalpa Athukorala Arachchige, Alexandra Martha Zoya Slawin, Petr Kilian*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

27 Citations (Scopus)
2 Downloads (Pure)

Abstract

A proximate Lewis basic group facilitates the mild dehydrogenative P–As intramolecular coupling in the phosphine-arsine peri-substituted acenaphthene 3, affording thermally and hydrolytically stable arsanylidine-phosphorane 4 with a sterically accessible two-coordinate arsenic atom. The formation of 4 is thermoneutral due to the dehydrogenation being concerted with the donor coordination. Reaction of 4 with a limited amount of oxygen reveals arsinidene-like reactivity via formation of cyclooligoarsines, supporting the formulation of the bonding in 4 as base-stabilized arsinidene R3P→AsR.
Original languageEnglish
Pages (from-to)6247-6250
JournalJournal of the American Chemical Society
Volume136
Issue number17
Early online date15 Apr 2014
DOIs
Publication statusPublished - Apr 2014

Keywords

  • Dehydrocoupling
  • Arsanylidine-Phosphorane
  • Cyclooligoarsines
  • Catenated structures

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