Ammonium Phenylphosphonamidodiselenoates and Phenylphosphonamidodi-selenoic Diamides from the Selenation of Primary and Secondary Amines

Guoxiong Hua, Rebecca A. M. Randall, Alexandra M. Z. Slawin, J. Derek Woollins

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9 Citations (Scopus)

Abstract

By reacting two equivalents of primary or secondary amines with 2,4-bis(phenyl)-1,3-diselenadiphosphetane-2,4-diselenide (Woollins' reagent) at room temperature a series of new ammonium phenylphosphonamidodiselenoates 1-7 have been obtained in good to excellent yields (70-99 %). The first metal complex of phenylphosphonamidodiselenoate, the complex of Cd2L4 (L = [Se2PPh(NCH(CH3)(2)](-)) (8) has been prepared from the reaction of diisopropylamine N-isopropyl-P-phenylphosphonamidodiselenoate with Cd(CH3COO)(2) in dichloromethane. Upon heating to 130 degrees C the ammonium phenylphosphonamidodiselenoates lose hydrogen selenide leading to the corresponding phenylphosphonamidodiselenoic diamides 9-11 in almost quantitative yields. The same products 9-11 can also be prepared directly from the reaction of primary amines with Woollins' reagent in refluxing toluene. Three representative X-ray structures are described.

Original languageEnglish
Pages (from-to)1800-1806
Number of pages7
JournalZeitschrift für Anorganische und Allgemeine Chemie
Volume637
Issue number12
Early online date25 Aug 2011
DOIs
Publication statusPublished - Oct 2011

Keywords

  • Woollins' reagent
  • Amines
  • Ammonium phenylphosphonamidodiselenoates
  • Phenylphosphonamidodiselenoic diamides
  • X-ray diffraction
  • Phosphor-1,1-dithiolato metal-complexes
  • Supramolecular associations
  • Coordination chemistry
  • Stereochemical aspects
  • Molecular-structures
  • Organic-synthesis
  • Selenium
  • Organoselenium
  • Patterns

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