1383686-47-2

Upstream product

• 127686-62-8 C₁₃H₁₆BOP 
• 583-53-9 2,3-dibromobenzene 
• 1383686-40-5 (S)-(2-bromophenyl)(2-methoxyphenyl)phenylphosphine borane 
• 1383686-40-5 (R)-(2-bromophenyl)-(2-methoxyphenyl)-phenylphosphine borane 
• 127686-62-8 (S)-(o-anisyl)phenylphosphane-borane complex 

Downstream Products

• 1417911-78-4 (S)-(2-methoxyphenyl)-phenyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl] phosphine 
• 1417911-86-4 (R)-(2-methoxy-phenyl)-phenyl-(2-trimethylsilyl-phenyl)phosphine 
• 1417911-82-0 (R_p,S)-[2-(o-anisylphenylphosphino)phenyl]phenyl methanol 
• 1417911-81-9 (Rp,R)-[(o-anisylphenylphosphino)phenyl]phenyl methanol 
• 1417911-83-1 (Rp,R)-2,2-dimethyl-1-[2-(o-anisylphenylphosphino)phenyl] propanol 
• 1417911-84-2 (Rp,S)-2,2-dimethyl-1-[2-(o-anisylphenylphosphino)phenyl] propanol 
• 1417911-91-1 (S_P)-(2-anisyl)(2-diphenylphosphinophenyl)(phenyl)phosphine 
• 1417912-00-5 (S,S)-bis[1,2-(o-anisyl-phenyl)phosphino]benzene 
• 1417911-95-5 (S)-1-(o-anisylphenylphosphino)-2-[di-(p-tolyl)phosphino]benzene 
• 1417911-96-6 (S)-1-(o-anisylphenylphosphino)-2-[di-(p-trifluoromethylphenyl)phosphino]benzene 
• 1417911-92-2 (S)-1-(o-anisylphenylphosphino)-2-(di-cyclohexylphosphino)benzene 
• 1417911-93-3 (S)-1-(o-anisylphenylphosphino)-2-(di-isopropylphosphino)benzene 

Relevant academic research and scientific papers

Designing P-Chirogenic 1,2-Diphosphinobenzenes at Both P-Centers Using P(III)-Phosphinites

A new enantiodivergent synthesis of P-chirogenic 1,2-diphosphinobenzenes (DP?B) bearing the chirality on one or both phosphorus centers is reported using aryne chemistry. The principle is based on successive reactions of 1,2-dibromobenzene with sec-phosphide boranes, then DABCO to remove the borane, and finally with chlorophosphines or P(III)-chirogenic phosphinites. The efficiency of this synthesis was demonstrated by the stereoselective preparation of (S,S)-1,2-bis(o-anisylphenylphosphino)benzene. A comparison of DIPAMP and homochiral DP?B ligands in asymmetric Rh- or Pd-catalyzed reactions was reported.

P-CHIROGENIC ORGANOPHOSPHORUS COMPOUNDS

The present invention relates to novel P-chirogenic organophosphorus compounds of general formula (I). The present invention also provides a process for the synthesis of said compounds of formula (I). The present invention also relates to intermediate products of general formulae (II), (III) and (IV), as shown below, which are involved in the synthesis of compounds (I). Further, the invention relates to metal complexes comprising compounds (I) as ligands. The novel compounds and complexes of the present invention are useful in asymmetric catalysis by transition metal complexes or organocatalysis, especially for asymmetric hydrogenation or allylation. Compounds of general formula (I) may useful as agrochemical and therapeutic substances, or as reagents or intermediates for fine chemistry.

Stereoselective synthesis of o-bromo (or iodo)aryl P-chirogenic phosphines based on aryne chemistry

The efficient synthesis of chiral or achiral tertiary phosphines bearing an o-bromo (or iodo)aryl substituent is described. The key step of this synthesis is based on the reaction of a secondary phosphine borane with the 1,2-dibromo (or diiodo)arene, owing to the formation in situ of an aryne species in the presence of n-butyllithium. When P-chirogenic secondary phosphine boranes were used, the corresponding o-halogeno-arylphosphine boranes were obtained without racemization in moderate to good yields and with ee up to 99%. The stereochemistry of the reaction, with complete retention of the configuration at the P atom, has been established by X-ray structures of P-chirogenic o-halogenophenyl phosphine borane complexes. The decomplexation of the borane was easily achieved without racemization using DABCO to obtain the free o-halogeno-arylphosphines in high yields.