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680990

Sigma-Aldrich

1,1′-Bis[(2R,5R)-2,5-diethylphospholano]ferrocene

Synonym(s):

R,R-Et-Ferrocelane™

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About This Item

Empirical Formula (Hill Notation):
C26H40FeP2
CAS Number:
147762-89-8
Molecular Weight:
470.39
UNSPSC Code:
12352005
PubChem Substance ID:
24885607
NACRES:
NA.22

form

solid

Quality Level

100

optical activity

[α]20/D +380°, c = 1 in chloroform

mp

85-91 °C

SMILES string

C[Fe]C.CC[C@@H]1CC[C@@H](CC)P1[C@@H]2CCCC2.CC[C@@H]3CC[C@@H](CC)P3[C@H]4CCCC4

InChI

1S/2C13H25P.2CH3.Fe/c2*1-3-11-9-10-12(4-2)14(11)13-7-5-6-8-13;;;/h2*11-13H,3-10H2,1-2H3;2*1H3;/t2*11-,12-;;;/m11.../s1

InChI key

CPUKIDAUDCWIRT-QULUYMGFSA-N

Related Categories

Application

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands
1,1′-Bis[(2R,5R)-2,5-diethylphospholano]ferrocene can be used:
  • As a catalyst in the asymmetric hydrogenation reactions of olefins and ketones.
  • As a component of a rhodium based precatalyst, applicable in the 2-methylenesuccinamic acid hydrogenation reaction.

Legal Information

Sold in collaboration with Kanata Chemical Technologies Inc. for research purposes only. These compounds were made and sold under license from E.I. du Pont de Nemours and Company, which license does not include the right to use the compounds in producing products for sale in the pharmaceutical field.
Ferrocelane is a trademark of Kanata Chemical Technologies, Inc.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Highly efficient asymmetric hydrogenation of 2-Methylenesuccinamic acid using a Rh-DuPHOS catalyst
Cobley CJ, et al.
Organic Process Research & Development, 7(3), 407-411 (2003)

Articles

DuPhos and BPE Ligands

Asymmetric hydrogenation reactions represent the ideal process for the commercial manufacture of single-enantiomer compounds, because of the ease by which these robust procedures can be scaled up and because of the low levels of byproducts generated in these asymmetric hydrogenations.

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