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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:
158923-09-2
Molecular Weight:
594.53
MDL number:
MFCD00800280
UNSPSC Code:
12352005
PubChem Substance ID:
24888991
NACRES:
NA.22

Quality Level

100

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.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Catalytic enantioselective conjugate addition en route to paxilline indoloterpenoids
Schatz DJ, et al.
Tetrahedron, 75(24), 3361-3365 (2019)
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)

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