133545-15-0

Upstream product

• 134435-27-1 (2-bromo-3-methoxyphenyl)diphenylphosphine oxide 
• 133545-14-9 (2-iodo-3-methoxyphenyl)diphenylphosphine oxide 
• 2398-37-0 3-methoxyphenyl bromide 
• 13145-84-1 (3-methoxyphenyl)(diphenyl)phosphane 
• 95278-09-4 (3-methoxylphenyl)diphenylphosphine oxide 
• 1079-66-9 chloro-diphenylphosphine 
• 108-86-1 bromobenzene 
• 145209-18-3 (R)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis(phosphonic acid dichloride) 
• 133545-15-0 (RS)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis(diphenylphosphine oxide) 
• 74-88-4 methyl iodide 
• 679422-50-5 (RS)-(6,6'-dihydroxybiphenyl-2,2'-diyl)bis(diphenylphosphine oxide) 
• 854937-67-0 3-(diphenylphosphinoyl)-2-iodo-phenol 
• 885722-52-1 (R,R)-phthalic acid bis{1-[3-(diphenyl-phosphinoyl)-2-iodo-phenoxycarbonyl]-2,2-dimethylpropyl} ester 

Downstream Products

• 133545-16-1 (RS)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis(diphenylphosphine) 
• 133545-15-0 (Ra)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis(diphenylphosphine oxide) 
• 133545-15-0 (Sa)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis(diphenylphosphine oxide) 
• 679422-50-5 (RS)-(6,6'-dihydroxybiphenyl-2,2'-diyl)bis(diphenylphosphine oxide) 
• 133545-16-1 (+)-(R)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis(diphenylphosphine) 
• 133545-16-1 (-)-(S)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis(diphenylphosphine) 
• 301847-92-7 1,16-bis-diphenylphosphanyl-6,7,8,9,10,11-hexahydro-5,12-dioxa-dibenzo[a,c]cyclododecene 
• 301847-91-6 3,19-bis-diphenylphosphanyl-8,14-dioxa-tricyclo[13.4.0.0^2,7]nonadeca-1⁽¹⁹⁾,2⁽⁷⁾,3,5,15,17-hexaene 
• 301847-90-5 C₄TunePhos 
• 301847-88-1 [6,7-dihydrodibenzo [e,g][1,4]dioxocin-1,12-diyl]-bis-diphenylphosphine 
• 270253-34-4 (6,6′-dihydroxybiphenyl-2,2′-diyl)bis(diphenylphosphine) 
• 486429-92-9 1,11-bis-diphenylphosphanyl-5,7-dioxa-dibenzo[a,c]cycloheptene 

Relevant academic research and scientific papers

Synthesis of Axially Chiral 2,2′-Bisphosphobiarenes via a Nickel-Catalyzed Asymmetric Ullmann Coupling: General Access to Privileged Chiral Ligands without Optical Resolution

We report an asymmetric homocoupling of ortho-(iodo)arylphosphine oxides and ortho-(iodo)arylphosphonates resulting in highly enantioenriched axially chiral bisphosphine oxides and bisphosphonates. These products are readily converted to enantioenriched b

Chiral Recognition of in Situ-Oxidized Phosphine Oxides with Octahedral Indium Complexes by 31P NMR Spectroscopy

Herein, efficient chiral recognition of phosphine oxides with octahedral indium complexes was demonstrated. Direct chiral analysis of in situ-prepared phosphine oxides formed using phosphines and hydrogen peroxide was conducted effectively via 31P nuclear magnetic resonance spectroscopy. Sufficient peak resolution of chiral phosphines was obtained consistently, thereby enabling the reliable determination of absolute chirality. Rational 1:1 binding models based on experiments and density functional theory calculations have been proposed.

Diastereospecific intramolecular Ullmann couplings: Unique chiral auxiliary for the preparation of 3,3′-disubstituted MeO-BIPHEP derivatives

A chiral auxiliary is described that provides only one diastereomer during Intramolecular Ullmann couplings. Treatment of five Ullmann coupling precursors with Cu powder in DMF at 115 °C provides 2,2′,3,3′,6,6′- hexasubstituted 1,1′-biphenyls as single di

Avoiding the classical resolution during the synthesis of MeO-BIPHEP and 3,3′-disubstituted derivatives

The Ullmann coupling of 1 (R = H) gives a 2:1 mixture of diastereomers 2 (R = H) in 81% yield that are easily separated by silica gel chromatography. This procedure avoids the generally cumbersome and sometimes difficult resolution step with DBTA. Similar Ullmann couplings and separation of the corresponding diastereomers are employed with other derivatives of 1 (R = OtBu, iPr, Ph, and mesityl) ultimately affording a new series of 3,3′-disubsituted-MeO-BIPHEP derivatives. The use of these new derivatives in palladium-catalyzed asymmetric Heck reaction, Pd-catalyzed polyene cyclizations and rhodium-catalyzed hydrogenations is also reported.

ISOMERISATION OF CHIRAL HOMOGENEOUS O,O'-DIHYDROXYBIPHENYL DERIVATIVES

Chiral homogeneous o,o'-dihydroxybiphenyl derivatives, which either act as bisphosphine ligands of enantioselective transition metal complex catalysts, or are used as intermediate products for producing ligands of this type, can be isomerised by thermal treatment, optionally in the presence of substances with an alkaline action, to produce a mixture of both enantiomers. The inventive method permits the targeted production of a ligand for enantioselective transition metal complex catalysts in (R)- or (S)- form, enabling the undesired enantiomer to be used.

Chiral phosphines

Novel, racemic and optically active phosphorus compounds of the formula STR1 wherein R signifies lower alkyl, lower alkoxy or protected hydroxy, R1 signifies lower alkoxy, phenoxy, benzyloxy, chlorine or bromine, R2 stands for lower alkyl or lower alkoxy and n represents the number 0, 1 or 2, are described. These compounds are valuable intermediates in the manufacture of not only known, but also novel diphosphine ligands.

Axially Dissymmetric Diphosphines in the Biphenyl Series: Synthesis of (6,6'-Dimethoxybiphenyl-2,2'-diyl)bis(diphenylphosphine) ('MeO-BIPHEP') and Analogues via an ortho-Lithiation/Iodination Ullmann-Reaction Approach

The new axially dissymmetric diphosphines (R)- and (S)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis(diphenylphosphine) ((R)- and (S)-5a; 'MeO-BIPHEP') and the analogues (R)- and (S)-5b and 5c have been synthesized in enantiomerically pure form.These lignands hav