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Sigma-Aldrich

(S)-1-{(SP)-2-[2-(Diphenylphosphino)phenyl]ferrocenyl}ethylbis[3,5-bis-(trifluoromethyl)phenyl]phosphine

≥97%

Synonym(s):

(1R)-1-[(1S)-1-[Bis(3,5-bis(trifluoromethyl)phenyl)phosphino]ethyl]-2-[2-(diphenylphosphino)phenyl]ferrocene (acc to CAS), Walphos SL-W001-2

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About This Item

Empirical Formula (Hill Notation):
C46H32F12FeP2
CAS Number:
Molecular Weight:
930.52
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97%

optical purity

ee: ≥99%

SMILES string

[Fe].[CH]1[CH][CH][CH][CH]1.C[C@H]([C]2[CH][CH][CH][C]2c3ccccc3P(c4ccccc4)c5ccccc5)P(c6cc(cc(c6)C(F)(F)F)C(F)(F)F)c7cc(cc(c7)C(F)(F)F)C(F)(F)F

InChI

1S/C41H27F12P2.C5H5.Fe/c1-25(34-16-10-17-35(34)36-15-8-9-18-37(36)55(30-11-4-2-5-12-30)31-13-6-3-7-14-31)54(32-21-26(38(42,43)44)19-27(22-32)39(45,46)47)33-23-28(40(48,49)50)20-29(24-33)41(51,52)53;1-2-4-5-3-1;/h2-25H,1H3;1-5H;/t25-;;/m1../s1

InChI key

LKNKYBWIZNAXBY-KHZPMNTOSA-N

General description

sold in collaboration with Solvias AG

Application

(S)-1-{(SP)-2-[2-(Diphenylphosphino)phenyl]ferrocenyl}ethylbis[3,5-bis-(trifluoromethyl)phenyl]phosphine can be used:
  • To prepare sulfide-capped triruthenium hydrido clusters containing Walphos ligands, which are employed as catalysts for asymmetric hydrogenation of tiglic acid (trans-2-methyl-2-butenoic acid).
  • As a ligand in the reductive allylic alkylation of unsaturated carbonyl compounds using Pd catalyst.

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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A Borane-Mediated Palladium-Catalyzed Reductive Allylic Alkylation of α, β,-Unsaturated Carbonyl Compounds.
Trost BM, et al.
Chemical Science (2020)
Asymmetric hydrogenation of an ?-unsaturated carboxylic acid catalyzed by intact chiral transition metal carbonyl clusters-diastereomeric control of enantioselectivity
Abdel-Magied AF, et al.
Dalton Transactions (2020)

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