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65672

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:
849925-17-3
Molecular Weight:
930.52
MDL number:
MFCD04117710
UNSPSC Code:
12352101
PubChem Substance ID:
24884221
NACRES:
NA.22

Quality Level

100

Assay

≥97%

optical purity

ee: ≥99%

functional group

fluoro
phosphine

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

Related Categories

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

65672-5G:
65672-100MG:
65672-50G:
65672-500MG:
65672-100G:
65672-VAR:
65672-1G:
65672-250G:
65672-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
BCBG6062V
BCCF6911
BCCB9939
BCBV7276
BCBL3587V

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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)
A Borane-Mediated Palladium-Catalyzed Reductive Allylic Alkylation of α, β,-Unsaturated Carbonyl Compounds.
Trost BM, et al.
Chemical Science (2020)

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