Fluorinated Phosphorus-Selenium Heteroatom Compounds: Phenylphosphonofluorodiselenoic Salts, Adducts, and Esters

Guoxiong Hua, Junyi Du, Alexandra M. Z. Slawin, J. Derek Woollins*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)
1 Downloads (Pure)

Abstract

2,4-Bis(phenyl)-1,3-diselenadiphosphetane-2,4-diselenide, [PhP(Se)(mu-Se)](2), Woollins' reagent (WR), reacts with dry KF or tetrabutylammonium fluoride (TBAF) at room temperature generating the corresponding potassium and tetrabutylammonium phenyldiselenofluorophosphinates 1 and 2 in almost quantitative yields. Treating 1 with equimolar amounts of tetraphenylphosphonium chloride or 1,3-dimesityl-1H-imidazol-3-ium chloride in THF at room temperature afforded the corresponding organic adducts 3 and 4 in 90% and 87% yields. Reaction of 1 with mono- and dihalogenated alkanes gave a series of esters of phenylphosphonofluoridodiselenoates 5-8 and 9 in 79-93% yields. Two representative crystal structures are reported.

Original languageEnglish
Pages (from-to)8214-8217
Number of pages4
JournalInorganic Chemistry
Volume52
Issue number14
Early online date1 Jul 2013
DOIs
Publication statusPublished - 15 Jul 2013

Keywords

  • Woollins' reagent
  • Efficient synthesis
  • Analogs
  • Heterocycles
  • Acetylcholinesterase
  • Phosphorofluoridate
  • Selenation

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