Alkali Metal Catalysed Double Hydrophosphorylation of Nitriles and Alkynes

Banerjee, Indrani and Harinath, Adimulam and Panda, Tarun K (2019) Alkali Metal Catalysed Double Hydrophosphorylation of Nitriles and Alkynes. European Journal of Inorganic Chemistry, 2019 (16). pp. 2224-2230. ISSN 14341948

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Catalytic C–P and N–P bond formation via double hydrophosphorylation of nitriles with diphenylphosphane oxide using alkali metal precatalyst [MN(SiMe 3 ) 2 ] (M = Li, Na, K) is reported. The potassium congener was observed to be the most efficient catalyst for converting aryl nitriles to the corresponding N-((diphenyl-phosphoryl)(aryl)methyl)-P,P-diphenylphosphinic amide [ArCHP(O)-Ph 2 NHP(O)Ph 2 ] at mild temperature (60 °C) and with neat reactants. Double hydrophosphorylation of alkynes with HP(O)Ph 2 is also very effective when [KN(SiMe 3 ) 2 ] is used as a precatalyst at room temperature and gives the corresponding 1,2-diylbis(diphenyl-phosphane oxide [RCHP(O)Ph 2 CH 2 P(O)Ph 2 ] as the product. A wider substrate scope of both reactions is explored.

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IITH Creators:
IITH CreatorsORCiD
Panda, Tarun K
Item Type: Article
Subjects: Chemistry
Divisions: Department of Chemistry
Depositing User: Team Library
Date Deposited: 09 May 2019 11:15
Last Modified: 09 May 2019 11:15
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