147701-16-4

Upstream product

• 4608-06-4 (E)-diphenyl-(prop-1-en-1-yl)phosphine oxide 
• 591-51-5 phenyllithium 
• 829-85-6 diphenylphosphane 
• 98-83-9 isopropenylbenzene 
• 65567-06-8 lithium diphenylphosphide 
• 1123-85-9 (RS)-2-phenyl-1-propanol 
• 4559-70-0 Diphenylphosphine oxide 
• 1459-01-4 (1-iodopropan-2-yl)benzene 
• 23430-41-3 2-phenyl-1-propyl 4-methylbenzenesulfonate 
• 1459-00-3 1-bromo-2-phenylpropane 

Downstream Products

• 127435-02-3 3-(Diphenyl-phosphinoyl)-9-hydroxy-2-phenyl-nonan-4-one 
• 1026425-87-5 4-(Diphenyl-phosphinoyl)-2-methyl-5-phenyl-hex-1-en-3-ol 
• 126338-32-7 1-[(1R,2R)-1-(Diphenyl-phosphinoyl)-2-phenyl-propyl]-cyclohexanol 
• 217652-73-8 2-diphenylphosphinoyl-1,3-diphenylbutan-1-ol 
• 126338-34-9 (2R*,3R*)-1,3-diphenyl-2-diphenylphosphinoylbutan-1-one 

Relevant academic research and scientific papers

Synthesis of alkyl(diphenyl)phosphines by hydrophosphination of vinylarenes catalyzed by transition metal complexes

Hydrophosphination of styrenes and their heteroanalogs with diphenylphosphine in the presence of nickel or palladium complexes was accomplished for the first time. The reaction ensures high yields and regioselectivity: the corresponding anti-Markownikoff adducts are exclusively formed.

Direct C-OH/P(O)-H dehydration coupling forming phosphine oxides

A t-BuONa-mediated C-OH/P(O)-H cross dehydration coupling to produce alkylphosphine oxides is developed. This reaction employed readily available alcohols and P(O)-H compounds as the starting materials, providing an efficient alternative method for constructing sp3 C-P bonds. A reasonable reaction path involving dehydration and subsequent regio-selective hydrophosphorylation of the resulting alkenes was proposed.

Copper-catalyzed hydrophosphinations of styrenes in water at room temperature

Copper-catalyzed hydrophosphinations of styrenyl systems in water, at room temperature is herein reported, enabled by our 'designer' surfactant TPGS-750-M. This is an attractive alternative to the more common Pd and Pt catalyzed versions.

Intermolecular hydrophosphination of alkynes and related carbon-carbon multiple bonds catalyzed by organoytterbiums

Intermolecular hydrophosphination of alkynes with diphenylphosphine is catalyzed by a Yb - imine complex, [Yb(η2-Ph 2CNPh)(hmpa)3], to give alkenylphosphines and phosphine oxides after oxidative workup in good yields under

Synthesis of lanthanide(II)-imine complexes and their use in carbon-carbon and carbon-nitrogen unsaturated bond transformation

Ytterbium and samarium metals reduced aromatic ketimines to give directly divalent azalanthanacyclopropane complexes 1 quantitatively, the structure of which was characterized by X-ray analysis. The imine complexes 1 catalyzed dehydrogenative silylation of terminal alkynes, hydrosilylation of imines and alkenes, and intermolecular hydrophosphination of alkynes. Moreover, dehydrogenative double silylation of conjugated dienes was achieved with 1.

Intermolecular hydrophosphination of alkynes and related carbon-carbon multiple bonds catalyzed by ytterbium-imine complexes

Catalytic intermolecular hydrophosphination of alkynes with Ph2PH has been achieved by using a ytterbium-imine complex, [Yb(η2-Ph2CNPh)(hmpa)6]. Thus, both terminal and internal alkynes were converted in high yi

Acceleration of nucleophilic addition to vinylphosphonates and vinyl phosphine oxides by chlorotrimethylsilane

Chlorotrimethylsilane significantly accelerates the conjugate addition of alkyl cuprates to vinylphosphonates.

Mechanistic and synthetic aspects of stereoselective reactions of lithium derivatives of chiral phosphine oxides: X-ray crystal structure of (1R*,2S*,1′S*,2′R*)-1-(1′- diphenylphosphinoyl-2'-phenylpropyl)-2-phenylsulfanylcyclohexan-1-ol

Lithiation of four different chiral phosphine oxides and reaction with seven different electrophiles has been carried out in order to discover what factors govern the sense and degree of asymmetric induction imparted by the resident chiral centre. Provided the groups at the chiral centre are significantly different in steric size (e.g. Ph and Me) and ketones, esters or Me3SiCl are used as the electrophile, surprisingly high levels of syn-diastereoselectivity are observed. Reactions with benzaldehyde or methyl iodide proved to be rather unselective. The stereochemistry of the reaction of lithiated 1-diphenylphosphinoyl-2-phenylpropane 9 with cyclohexanone was elucidated by conversion into(1R*,2S*,1′S*,2′R*)-1-(1′- diphenylphosphinoyl-2′-phenylpropyl)-2-phenylsulfanylcyclohexan-1-ol syn,syn,anti-39 and subsequent X-ray crystal structure analysis. The stereochemistry of the remainder of the compounds were determined by analogy and by using a reliable 13C NMR spectroscopy 3JPC coupling constant correlation. A detailed (and potentially general) mechanistic interpretation of the results which combines knowledge of the structure and configurational stability of lithiated phosphine oxides is discussed. In particular, it is suggested that a dynamic kinetic diastereoselection of rapidly equilibrating diastereomeric lithiated phosphine oxides explains the observed high levels of stereocontrol; a tentative transition state model is proposed to explain the syn-selectivity. Finally, the use of one of the addition products in the concise and stereoselective synthesis of an alkene with 1,4-disposed chiral centres is described.

Structure and Conformation of α'-Diphenylphosphinoyl Enones: X-Ray Structure of E-(5SR,6SR)-3,6-Dimethyl-5-diphenylphosphinoyl-7-triphenylmethoxyhept-2-en-4-one

A series of α'-diphenylphosphinoyl enones has been prepared and their s-cis or s-trans conformations correlated with 1H NMR and IR spectra and an X-ray crystal structure of the title compound.The effect of chelation to cerium(III) is correlated with the r