292638-88-1 Usage
Reaction
Ferrocenylphosphine ligands of the type cpFecp(PR2)(*CH(CH3)PR'2) are a class of asymmetric ligands developed at Solvias in Basel, Switzerland. Ligands of this type are currently used industrially in the stereoselective synthesis of commercial products2,3. A unique feature of these bidentate ligands is the presence of a fixed phosphine moiety and a stereogenic, functionalized side chain, which can be easily modified to accommodate electronic and steric requirements. Based on a versatile synthetic procedure starting with optically active ferrocenes of the type cpFecp(PR2)(*CH(CH3)X) [X = OAc or NR2], a variety of donor atoms can be introduced into the side chain.4 These ferrocene based phosphine ligands have wide application in the stereoselective hydrogenation of substituted acetamidoacrylates, enol acetates, β-ketoesters and simple alkenes.
Useful as a ligand in Pd-catalyzed C-N bond-forming reactions.
Pd-catalyzed enantioselective alkylative desymmetrization of meso-succinic anhydrides.
Asymmetric hydrogenation of ketones and phosphinylketimines.
Michael addition of Grignard reagents to α,α-unsaturated esters and thioesters.
Boration of ?,?-unsaturated esters and nitriles.
Reaction of aryl halides with ammonia.
Cu-catalyzed reduction of activated C=C bonds with PMHS.
Regio- and enantioselective hydroboration of vinyl arenes.
Rh-catalyzed asymmetric ring-opening reactions of oxabicyclic alkenes.
1,2-Migrations in Pd-catalyzed Negishi couplings with JosiPhos ligands.
Catalyst for the homodimerization of ketoketenes.
Ligand for the Rh catalyzed synthesis of lactones.
Ligand for the Cu-catalyzed synthesis of syn and anti γ-amino alcohols.
Chemical Properties
Orange powder
General Description
sold in collaboration with Solvias AG
Check Digit Verification of cas no
The CAS Registry Mumber 292638-88-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,9,2,6,3 and 8 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 292638-88:
(8*2)+(7*9)+(6*2)+(5*6)+(4*3)+(3*8)+(2*8)+(1*8)=181
181 % 10 = 1
So 292638-88-1 is a valid CAS Registry Number.
InChI:InChI=1/C35H35F12P2.C5H5.Fe/c1-21(48(26-9-4-2-5-10-26)27-11-6-3-7-12-27)30-13-8-14-31(30)49(28-17-22(32(36,37)38)15-23(18-28)33(39,40)41)29-19-24(34(42,43)44)16-25(20-29)35(45,46)47;1-2-4-5-3-1;/h8,13-21,26-27H,2-7,9-12H2,1H3;1-5H;/t21-;;/m0../s1