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Merck

65671

Sigma-Aldrich

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

≥97%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C46H32F12FeP2
Número de CAS:
Peso molecular:
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-;;/m0../s1

InChI key

LKNKYBWIZNAXBY-WLOLSGMKSA-N

General description

The product is an air-stable and non-hygroscopic Solvias chiral phosphine ligand.

Application

Walphos SL-W001-2, in the presence of a ruthenium catalyst may be used as a ligand in the following processes:
  • Asymmetric hydrogenation of IPCA-D, a cinnamic acid derivative.
  • Addition of 3,5-difluorophenylketimine to 4-methoxyphenylboronic acid to form the corresponding tertiary substituted cyclic sulfamate derivative with high enantioselctivity.2

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

sold in collaboration with Solvias AG

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

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Enantioselective Rh (I)-catalyzed addition of arylboronic acids to cyclic ketimines.
Kong J, et al.
Organic Letters, 17(22), 5520-5523 (2015)
Afrooz Zirakzadeh et al.
Organometallics, 33(8), 1945-1952 (2014-05-06)
Two representative Walphos analogues with an achiral 2,2″-biferrocenediyl backbone were synthesized. These diphosphine ligands were tested in the rhodium-catalyzed asymmetric hydrogenation of several alkenes and in the ruthenium-catalyzed hydrogenation of two ketones. The results were compared with those previously obtained

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