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

Name: 1,1′-Bis[(2<I>R</I>,5<I>R</I>)-2,5-diethylphospholano]ferrocene
Brand: ALDRICH

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

Chiral Catalysts & Ligands

Ferrocene

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

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)

New chiral 1, 1′-bis (phospholano) ferrocene ligands for asymmetric catalysis

Burk MJ and Gross MF

Tetrahedron Letters, 35(50), 9363-9366 (1994)

Articles

DuPhos and BPE Ligands

Asymmetric hydrogenation enables scalable synthesis of single-enantiomer compounds with minimal byproducts, ideal for commercial manufacturing.

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