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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:
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%

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.

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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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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