142087-74-9Relevant academic research and scientific papers
Phosphinamides catalysts containing a stereogenic phosphorus atom for the asymmetric reduction of ketones by borane
Burns, Barry,Gamble, Mark P.,Simm, Athene R. C.,Studley, John R.,Alcock, Nathaniel W.,Wills, Martin
, p. 73 - 78 (1997)
The effect of the configuration of the phosphorus atom in phosphinamide reduction catalysts has been studied through the preparation and use of a series of catalysts containing stereogenic phosphorus atoms of known configuration. The conclusion of this work is that a stereogenic centre at phosphorus can improve the selectivity of reductions using this catalyst, but is not sufficient in itself to generate the higher levels of selectivity which have been achieved with related catalysts. The X-ray crystallographic Structure of a key compound is also featured.
The Synthesis of Optically Active P-Phenyl-P-(2,4,6-trimethylphenyl)phosphinamide and an X-Ray Structure of (-)-(1R)-N-(1-Phenylethyl)-(SP)-P-phenyl-P-(2,4,6-trimethylphenyl)phosphinamide
Hamor, Thomas A.,Jennings, W. Brian,Lovely, Carl J.,Reeves, Keith A.
, p. 843 - 849 (2007/10/02)
The primary phosphinic amide P-phenyl-P-(2,4,6-trimethylphenyl)phosphinamide has been prepared in optically active form (75percent enantiomeric excess) in six steps from dichlorophenylphosphine.The configuration of the intermediate N-(1-phenylethyl)-P-phenyl-P-(2,4,6-trimethylphenyl)phosphinamide has been established by an X-ray crystal structure determination of the minor diastereoisomer.This compound exhibits in the solid state two independent rotameric conformations about the P-N bond.Geometry optimisation by MNDO MO calculations refined these to the same rotamer having the nitrogen lone pair anticlinal to the P-O bond.
