Skip to Content
MilliporeSigma
All Photos(1)

Documents

88717

Sigma-Aldrich

(R)-1-[(SP)-2-(Diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine

≥97%

Synonym(s):

(2R)-1-[(1R)-1-(Dicyclohexylphosphino)ethyl]-2-(diphenylphosphino)ferrocene (acc to CAS), (R)-(S)-Josiphos, Josiphos SL-J001-1

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C36H44FeP2 · C2H5OH
CAS Number:
Molecular Weight:
640.60
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

description

ethanol adduct

Assay

≥97%

form

powder

optical purity

ee: ≥99%

SMILES string

[Fe].[CH]1[CH][CH][CH][CH]1.C[C@H]([C]2[CH][CH][CH][C]2P(c3ccccc3)c4ccccc4)P(C5CCCCC5)C6CCCCC6

InChI

1S/C31H39P2.C5H5.Fe/c1-25(32(26-15-6-2-7-16-26)27-17-8-3-9-18-27)30-23-14-24-31(30)33(28-19-10-4-11-20-28)29-21-12-5-13-22-29;1-2-4-5-3-1;/h4-5,10-14,19-27H,2-3,6-9,15-18H2,1H3;1-5H;/t25-;;/m1../s1

InChI key

HGTBZFMPHBAUCQ-KHZPMNTOSA-N

Looking for similar products? Visit Product Comparison Guide

General description

(R)-1-[(SP)-2-(Diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine ((R,S)-josiphos) is a chiral ferrocenyl diphosphine ligand.
sold in collaboration with Solvias AG

Application

It may be used in the preparation of cyclopentadienyliridium complexes, [IrCl(PP)]2 and [IrCp(PP)]. (Cp= cyclopentadienyl; PP= (R)-1-[(SP)-2-(diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine)
Rhodium complex of (R)-(S)-JOSIPHOS can be used as a catalyst for the selective asymmetric hydrogenation of:       
  • Z-β-aryl-β-(enamido)phosphonates.     
  •  o-alkoxy tetrasubstituted enamides to yield β-amino alcohol analogs with excellent enantiomeric excess.

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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Jingjing Meng et al.
Organic letters, 17(8), 1842-1845 (2015-03-27)
Rh/(R,S)-JosiPhos complex-catalyzed asymmetric hydrogenation of o-alkoxy tetrasubstituted enamides has been achieved, and it furnished a set of β-amino alcohol analogues in high yields and excellent enantiomeric excesses (>99% conversion, up to 99% ee).This method provides valuable chiral building blocks in
Rhodium complexes of (R)-Me-CATPHOS and (R)-(S)-JOSIPHOS: highly enantioselective catalysts for the asymmetric hydrogenation of (E)-and (Z)-β -aryl-β -(enamido) phosphonates
Doherty S, et al.
Tetrahedron Asymmetry, 20(12), 1437-1444 (2009)
Iridium (I)-Catalyzed Asymmetric Intermolecular Hydroarylation of Norbornene with Benzamide.
Aufdenblatten R, et al.
Monatshefte fur Chemie / Chemical Monthly, 131(12), 1345-1350 (2000)
Privileged ligands
Aldrich Chemfiles, 6(8), 12-12 null

Related Content

Research in the Togni group focuses on the development of new ligands and reagents. These two general directions thus impact the ability to construct molecules in more efficient or unprecedented ways.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service