Synthesis of the H-phosphonate dibenzo[<i>d</i>,<i>f</i>][1,3,2]dioxaphosphepine 6-oxide and the phospha-Michael addition to unsaturated compounds

Research output: Contribution to journal › Research article › Contributed › peer-review

Contributors

  • Johannes Lenz - , Leibniz Institute of Polymer Research Dresden, TUD Dresden University of Technology (Author)
  • Doris Pospiech - , Leibniz Institute of Polymer Research Dresden (Author)
  • Hartmut Komber - , Leibniz Institute of Polymer Research Dresden (Author)
  • Maxime Paven - (Author)
  • Rolf Albach - (Author)
  • Stamo Mentizi - (Author)
  • Gerhard Langstein - (Author)
  • Brigitte Voit - , Chair of Organic Chemistry of Polymers, Leibniz Institute of Polymer Research Dresden, TUD Dresden University of Technology (Author)

Abstract

A series of phosphonate-containing compounds based on dibenzo[d,f][1,3,2]clioxaphosphepine 6-oxide (BPPO) is presented. BPPO is synthesized by a three-component condensation and is added to activated alkenes with systematically varied structure via phospha-Michael addition. Acrylates, alpha,beta-unsaturated carboxylic acid diesters and benzoquinone are used as activated alkenes. The new compounds are characterized by H-1, C-13 and P-31 NMR spectroscopy. The as-prepared phosphonates are envisioned to have flame retardant properties. (C) 2019 Elsevier Ltd. All rights reserved.

Details

Original languageGerman
Pages (from-to)1306-1310
Number of pages5
JournalTetrahedron
Volume75
Issue number9
Publication statusPublished - 1 Mar 2019
Peer-reviewedYes

External IDs

Scopus 85060528213
ORCID /0000-0002-4531-691X/work/148608081

Keywords

Keywords

  • 2,2&PRIME-Biphenol, Alkene, Phospha-Michael addition, Phosphonate