503538-69-0

Upstream product

• 33070-32-5 5-bromo-2,2-difluoro-2H-1,3-benzodioxole 
• 1079-66-9 chloro-diphenylphosphine 
• 681136-91-4 5,5'-dibromo-2,2,2',2'-tetrafluoro-4,4'-bi-1,3-benzodioxole 
• 1499-21-4 Diphenylphosphinic chloride 
• 503269-75-8 [4,4'-bis(2,2-difluoro-1,3-benzodioxol)-5,5'-diyl]bis(diphenylphosphane oxide) 
• 503269-74-7 (2,2-difluoro-4-iodo-1,3-benzodioxol-5-yl)diphenylphosphane oxide 
• 503269-73-6 (2,2-difluoro-1,3-benzodioxol-5-yl)diphenylphosphane oxide 
• 681136-92-5 5,5'-dibromo-2,2,2',2'-tetrafluoro-7,7'-bis(triethylsilanyl)-4,4'-bi-1,3-benzodioxole 
• 663934-10-9 (6-bromo-2,2-difluoro-7-iodo-1,3-benzodioxol-4-yl)triethylsilane 
• 663934-09-6 (6-bromo-2,2-difluoro-1,3-benzodioxol-4-yl)triethylsilane 
• 681136-90-3 5-bromo-2,2-difluoro-4-iodo-1,3-benzodioxole 
• 681136-93-6 5,5'-bis(diphenylphosphanyl)-2,2,2',2'-tetrafluoro-7,7'-bis(triethylsilanyl)-4,4'-bi-1,3-benzodioxole 

Downstream Products

• 1147564-32-6 [RuH(1,2-bis(dimethylphosphino)ethane)((R)-DIFLUORPHOS)][tetraphenylborate] 
• 670256-88-9 carbonyl(chloro)[4,4'-bi(2,2-difluoro-1,3-benzodioxol)-5,5'-diyl]bis(diphenylphosphane)rhodium 

Relevant academic research and scientific papers

Atropisomeric Biarylbisphosphines Derived from 2,2-Difluoro-1,3- benzodioxole

Starting from the inexpensive 2,2-difluoro-1,3-benzodioxole or its 5-bromo derivative, two new atropisomeric bisphosphines have been prepared which, after racemate resolution, exhibit attractive features as ligands for enantioselective catalysts. The key step in their synthesis is a low temperature Ullmann reaction. An improved protocol secures coupling yields of 70-80%.

Novel diphosphines, their complexes with transisition metals and their use in asymmetric synthesis

The invention relates to novel diphosphines, in optically pure or racemic form, of formula (I): in which: R1 and R2 are a (C5-C7)cycloalkyl group, an optionally substituted phenyl group or a 5-membered heteroaryl group; and A is (CH2—CH2) or CF2. The invention further relates to the use of a compound of formula (I) as a ligand for the preparation of a metal complex useful as a chiral catalyst in asymmetric catalysis, and to the chiral metal catalysts comprising at least one ligand of formula (I).

Difluorphos, an Electron-Poor Disphosphane: A Good Match between Electronic and Steric Features

The π acidity makes the difference: The fluorinated diphosphane, difluorphos, is synthesized (see structure: purple = P, red = O, green = F, gray = C) and its stereoelectronic features are evaluated in theoretical and experimental studies. Its unusual π acidity explains the excellent results obtained with it in ruthenium-mediated asymmetric hydrogenation of fluorinated β-functionalized ketones. These results are better than those obtained with other biphenyl-based diphosphanes.