1383686-46-1

Basic information

• Product Name: 1-bromo-2-diphenylphosphino-4,5-dimethylbenzene
• Synonyms: 1-bromo-2-diphenylphosphino-4,5-dimethylbenzene
• CAS NO: 1383686-46-1
• Molecular Weight: 369.241
• Mol File: 1383686-46-1.mol

Chemical Properties

• CAS DataBase Reference: 1-bromo-2-diphenylphosphino-4,5-dimethylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-bromo-2-diphenylphosphino-4,5-dimethylbenzene(1383686-46-1)
• EPA Substance Registry System: 1-bromo-2-diphenylphosphino-4,5-dimethylbenzene(1383686-46-1)

Safety Data

• Hazardous Substances Data: 1383686-46-1(Hazardous Substances Data)

Upstream product

• 24932-48-7 1,2-dibromo-4,5-dimethylbenzene 
• 1079-66-9 chloro-diphenylphosphine 
• 41593-58-2 diphenylphosphineborane 
• 829-85-6 diphenylphosphane 
• 1383686-36-9 (2-bromo-4,5-dimethylphenyl)-diphenylphosphine borane 

Relevant articles and documents

Catalytic Properties of Chromium Complexes Based on 1,2-Bis(diphenylphosphino)benzene in the Ethylene Oligomerization Reaction

Abstract: The activity of the catalyst systems of a number of diphosphine ligands and chromium complexes based on 1,2-bis(diphenylphosphino)benzene in the ethylene oligomerization reaction has been studied. Structural modifications of diphosphine ligands have been performed to create selective catalyst systems for ethylene oligomerization. It has been shown that the introduction of ortho-functional groups into one of the phenyl substituents at the phosphorus atom in diphosphine ligands makes it possible to carry out the process of ethylene oligomerization to 1-hexene with the selectivity of 90 wt % and above. One of the complexes (chromium complex 15) with a functionalized diphosphine ligand has been characterized by X-ray structure analysis. The influence of the change in the amount of the activator and its type on the activity of the catalyst systems has been studied. It has been shown that the replacement of some organoaluminum activator, methylaluminoxane, by trimethylaluminum does not decrease the productivity and selectivity of the catalyst systems based on diphosphine chromium complexes.

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.