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88723

Sigma-Aldrich

(R)-1-[(SP)-2-(Dicyclohexylphosphino)ferrocenylethyl]diphenylphosphine

≥97%

Synonym(s):

(1R)-1-(Dicyclohexylphosphino)-2-[(1R)-1-(diphenylphosphino)ethyl]ferrocene (acc to CAS), Josiphos SL-J004-1

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About This Item

Empirical Formula (Hill Notation):
C36H44FeP2
CAS Number:
Molecular Weight:
594.53
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Assay

≥97%

form

crystals

optical purity

ee: ≥99%

SMILES string

[Fe].[CH]1[CH][CH][CH][CH]1.C[C@H]([C]2[CH][CH][CH][C]2P(C3CCCCC3)C4CCCCC4)P(c5ccccc5)c6ccccc6

InChI

1S/C31H39P2.C5H5.Fe/c1-25(32(26-15-6-2-7-16-26)27-17-8-3-9-18-27)30-23-14-24-31(30)33(28-19-10-4-11-20-28)29-21-12-5-13-22-29;1-2-4-5-3-1;/h2-3,6-9,14-18,23-25,28-29H,4-5,10-13,19-22H2,1H3;1-5H;/t25-;;/m1../s1

InChI key

AWOOIDCKLIQAJV-KHZPMNTOSA-N

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General description

sold in collaboration with Solvias AG

Application

(R)-1-[(SP)-2-(Dicyclohexylphosphino)ferrocenylethyl]diphenylphosphine can be used as a ligand:
  • To prepare iridium metal complex (IrIJOSIPHOS), which is used as a catalyst in the asymmetric hydrogenation of 2-phenylquinoxaline.
  • In the preparation of natural products by asymmetric conjugate addition of Grignard reagents to α-substituted cyclic alkenones.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Additive effects of amines on asymmetric hydrogenation of quinoxalines catalyzed by chiral iridium complexes
Nagano T, et al.
Chemistry?A European Journal , 18(37), 11578-11592 (2012)
Catalytic enantioselective conjugate addition en route to paxilline indoloterpenoids
Schatz DJ, et al.
Tetrahedron, 75(24), 3361-3365 (2019)

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