12150-46-8 Usage
Reaction
Ligand for Pd-catalyzed cross-coupling.
Useful ligand for Pd-catalyzed carbon-nitrogen and carbon-oxygen bond forming procedures.
Ligand for Ni-catalyzed amination of aryl chlorides.
Ligand for Pd-catalyzed conversion of aryl halides to aryl nitriles.
Ligand for Ni-catalyzed Suzuki reactions.
Ni-catalyzed hydroamination of 1,3-dienes.
Pd-catalyzed hydrocarbonation and hydroamination of 3,3-dihexylcyclopropene.
Pd-catalyzed γ-arylation of β,γ-unsaturated ketones.
Ligand for Ru-catalyzed reduction of nitriles to primary amines.
Ligand for Rh-catalyzed alkyne head-to-tail dimerization.
Ligand for Rh-catalyzed cross-coupling
Ligand for Rh-catalyzed olefin isomerization
Ligand for Ni or Rh-catalyzed borylation
Ligand for regioselective Pd-catalyzed hydrophosphinylation of terminal alkynes to form branched alkenes.
Chemical Properties
1,1'-Bis(diphenylphosphino)ferrocene is deep yellow crystalline powder
Uses
Different sources of media describe the Uses of 12150-46-8 differently. You can refer to the following data:
1. suzuki reaction
2. 1,1'-Bis(diphenylphosphino)ferrocene used coordination compound in synthesis, readily forms complexes with various metals, i.e. when reacting with the acetonitrile or benzonitrile complexes of PdCl2 it forms (dppf)PdCl2, which i s a popular reagent for palladium-catalyzed coupling reactions.
3. 1,1'-Bis(diphenylphosphino)ferrocene acts as a ligand in homogeneous catalysis. It is used as a ligand for ruthenium-catalyzed greener amine synthesis from amines and alcohols by hydrogen-borrowing. It is also employed as a ligand for Buchwald-Hartwig cross coupling. Further, it is used in the synthesis of coordination compound as well as the formation of complexes with various metals such as palladium chloride. In addition to this, it serves as a reagent for palladium-catalyzed coupling reactions and also plays an important role in Suzuki reaction.
General Description
Novel functionalized furan derivatives were prepared via Pd-phosphine sequential C-C and C-O bond formation.
Purification Methods
Wash it with distilled H2O and dry it in a vacuum. Dissolve it in ca 5 parts of hot dioxane and cool to give orange crystals m 181-183o. Recrystallisation from *C6H6/heptane (1:2) gives a product with m 183-184o. [Bishop et al. J Organomet Chem 27 241 1971.]
Check Digit Verification of cas no
The CAS Registry Mumber 12150-46-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,2,1,5 and 0 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 12150-46:
(7*1)+(6*2)+(5*1)+(4*5)+(3*0)+(2*4)+(1*6)=58
58 % 10 = 8
So 12150-46-8 is a valid CAS Registry Number.
12150-46-8Relevant articles and documents
FERROCENOPHANES WITH PHOSPHORUS AND ARSENIC AS THE BRIDGING ATOMS: SYNTHESIS AND SOME REACTIONS. A NEW ROUTE TO FERROCENYLLITHIUM REAGENTS
Seyferth, Dietmar,Withers, Howard P.
, p. C1 - C5 (1980)
(1,1'-Ferrocenediyl)phenyl-phosphine and -arsine and (1,1'-ferrocenediyl)-methylphosphine have been prepared by the reaction of 1,1'-dilithioferrocenetetramethylethylenediamine with the respective RPCl2 and PhAsCl2.They react at the Group V bridging atom with sulfur and with reactive metal carbonyl species without disruption of the ferrocenophane system.Organolithium reagents react with these compounds to open the ring and give 1-lithio-1'-phosphino- or arsino-ferrocenes.Some reactions of these new lithium reagents are reported.
Chemoselective Reduction of Phosphine Oxides by 1,3-Diphenyl-Disiloxane
Buonomo, Joseph A.,Eiden, Carter G.,Aldrich, Courtney C.
supporting information, p. 14434 - 14438 (2017/10/23)
Reduction of phosphine oxides to the corresponding phosphines represents the most straightforward method to prepare these valuable reagents. However, existing methods to reduce phosphine oxides suffer from inadequate chemoselectivity due to the strength of the P=O bond and/or poor atom economy. Herein, we report the discovery of the most powerful chemoselective reductant for this transformation to date, 1,3-diphenyl-disiloxane (DPDS). Additive-free DPDS selectively reduces both secondary and tertiary phosphine oxides with retention of configuration even in the presence of aldehyde, nitro, ester, α,β-unsaturated carbonyls, azocarboxylates, and cyano functional groups. Arrhenius analysis indicates that the activation barrier for reduction by DPDS is significantly lower than any previously calculated silane reduction system. Inclusion of a catalytic Br?nsted acid further reduced the activation barrier and led to the first silane-mediated reduction of acyclic phosphine oxides at room temperature.
Highly efficient reduction of tertiary phosphine oxides and sulfides with amine-assisted aluminum hydrides under mild conditions
Yang, Shuyan,Han, Xinxin,Luo, Minmin,Gao, Jing,Chu, Wenxiang,Ding, Yuqiang
, p. 1156 - 1160 (2015/06/30)
Reduction of tertiary phosphine oxides and sulfides into the corresponding phosphines with amine-assisted aluminum hydrides has been studied. The method is characterized by mild conditions, short reaction time, high efficiency, and expanded substrate scope. The new method is an alternative to the currently used methods of reducing phosphine oxides or recycling phosphines engaged in organic reactions.
