Ammonium Phenylphosphonamidodiselenoates and Phenylphosphonamidodi-selenoic Diamides from the Selenation of Primary and Secondary Amines
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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.
Hua , G , Randall , R A M , Slawin , A M Z & Woollins , J D 2011 , ' Ammonium Phenylphosphonamidodiselenoates and Phenylphosphonamidodi-selenoic Diamides from the Selenation of Primary and Secondary Amines ' Zeitschrift für Anorganische und Allgemeine Chemie , vol 637 , no. 12 , pp. 1800-1806 . DOI: 10.1002/zaac.201100257
Zeitschrift für Anorganische und Allgemeine Chemie
© 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. This is an Accepted Manuscript of an article published in Zeitschrift für anorganische und allgemeine Chemie on 25 August 2011, available online: http://onlinelibrary.wiley.com/doi/10.1002/zaac.201100257/pdf
The authors are thankful to the University of St Andrews and the Engineering and Physical Science Research Council (EPSRC, U.K.) for financial support.
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