A Terphenyl Supported Dioxophosphorane Dimer: the Light Congener of Lawesson's and Woollins’ Reagents

Research output: Contribution to journalArticlepeer-review

Abstract

Thermolysis of a 1,3-dioxa-2-phospholane supported by the terphenyl ligand AriPr4 (AriPr4=[C6H3-2,6-(C6H3-2,6-iPr2)]) at 150 °C gives [AriPr4PO2]2 via loss of ethene. [AriPr4PO2]2 was characterised by X-ray crystallography and NMR spectroscopy; it contains a 4-membered P−O−P−O ring and is the isostructural oxygen analogue of Lawesson's and Woollins’ reagents. The dimeric structure of [AriPr4PO2]2 was found to persist in solution through VT NMR spectroscopy and DOSY, supported by DFT calculations. The addition of DMAP to the 1,3-dioxa-2-phospholane facilitates the loss of ethene to give AriPr4(DMAP)PO2 after days at room temperature, with this product also characterised by X-ray crystallography and NMR spectroscopy. Replacement of the DMAP with pyridine induces ethene loss from the 1,3-dioxa-2-phospholane to provide gram-scale samples of [AriPr4PO2]2 in 75 % yield in 2 days at only 100 °C.

Original languageEnglish
Article numbere202200376
JournalChemistry - A European Journal
Volume28
Issue number28
Early online date6 Apr 2022
DOIs
Publication statusPublished - 16 May 2022

Keywords

  • arene ligands
  • chalcogens
  • organocatalysis
  • phosphorus heterocycles

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'A Terphenyl Supported Dioxophosphorane Dimer: the Light Congener of Lawesson's and Woollins’ Reagents'. Together they form a unique fingerprint.

Cite this