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

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Date
10/2011
Author
Hua, Guoxiong
Randall, Rebecca A. M.
Slawin, Alexandra M. Z.
Woollins, J. Derek
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
QD Chemistry
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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.
Citation
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 . https://doi.org/10.1002/zaac.201100257
Publication
Zeitschrift für Anorganische und Allgemeine Chemie
Status
Peer reviewed
DOI
https://doi.org/10.1002/zaac.201100257
ISSN
0044-2313
Type
Journal article
Rights
© 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
Description
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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  • University of St Andrews Research
URI
http://hdl.handle.net/10023/5099

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