67991-19-9Relevant academic research and scientific papers
Asymmetric synthesis of α-chiral hydroxyalkylphosphines by a catalytic enantioselective reduction of acylphosphines
Hayashi, Minoru,Ishitobi, Hiroyuki,Matsuura, Yutaka,Matsuura, Takashi,Watanabe, Yutaka
supporting information, p. 5830 - 5833 (2015/01/16)
Enantioselective reduction of acylphosphines, after precomplexation with borane, proceeded smoothly in the presence of a chiral oxazaborolidine catalyst and catecholborane. α-Hydroxyalkylphosphine products were obtained as phosphine-borane complexes in good yield and enantioselectivity. One of the products of the enantioselective reduction was successfully applied as an optically active phosphine ligand for asymmetric catalysis after suitable derivatization.
Preparation, Structure, and Thermal Behaviour of (2-Chloroacyl)diphenylphosphanes - a New Pathway to Chloroketenes
Lindner, Ekkehard,Steinwand, Michael,Hoehne, Sigurd
, p. 2181 - 2191 (2007/10/02)
The chlorinated acylphosphanes RC(O)-PPh2 (2a - f) are obtained by the reaction of the acyl chlorides RC(O)Cl (1a - f) with (CH3)3SiPPh2 in ether at -80 deg C.HCCl2C(O)-PPh2 (2c) crystallizes monoclinicly in the space group P21/c with Z = 8.As a result of steric caused electronic effects with increasing degree of chlorination in the series 2b -> 2c -> 2d a stepwise high field shift of the signals in the 31P-NMR spectra is observed. 2b - d, f are thermally labile and decompose with formation of ClPPh2 (3) and ketene at 80 deg C.The chloroketenes HCClCO (4) and CH3CClCO (5) are detected for the first time directly by means of their 13C NMR spectra.Between 0 and 40 deg C 2d also yields Cl3PPh2 (6).With cyclohexene or aniline 4 reacts to give the trapping products 8 and 9, respectively.
