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88717

Sigma-Aldrich

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

≥97%

Sinónimos:

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

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100 MG
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500 MG
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100 MG
$105.00
500 MG
$459.00
1 G
$406.00
5 G
$2,600.00
50 G
Preguntar
100 G
Preguntar

About This Item

Fórmula empírica (notación de Hill):
C36H44FeP2 · C2H5OH
Número de CAS:
155806-35-2
Peso molecular:
640.60
Número MDL:
MFCD00800284
Código UNSPSC:
12352005
ID de la sustancia en PubChem:
24888985
NACRES:
NA.22

$105.00

Disponible para envío el15 de abril de 2025Detalles

Solicitar un pedido a granel

descripción

ethanol adduct

Nivel de calidad

100

Ensayo

≥97%

Formulario

powder

pureza óptica

ee: ≥99%

grupo funcional

phosphine

cadena SMILES

[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

Clave InChI

HGTBZFMPHBAUCQ-KHZPMNTOSA-N

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Descripción general

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

Aplicación

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)[2]
Rhodium complex of (R)-(S)-JOSIPHOS can be used as a catalyst for the selective asymmetric hydrogenation of:       
  • Z-β-aryl-β-(enamido)phosphonates.[3]     
  •  o-alkoxy tetrasubstituted enamides to yield β-amino alcohol analogs with excellent enantiomeric excess.[4]

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
BCCM0151
BCCG4028
BCCD6738
BCCB6375
BCBR8013V

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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
Iridium (I)-Catalyzed Asymmetric Intermolecular Hydroarylation of Norbornene with Benzamide.
Aufdenblatten R, et al.
Monatshefte fur Chemie / Chemical Monthly, 131(12), 1345-1350 (2000)
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)
Privileged ligands
Aldrich Chemfiles, 6(8), 12-12 null

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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