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88733

Sigma-Aldrich

(R)-1-[(SP)-2-(Dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine

≥97%

Synonym(s):
(2R)-1-[(1R)-1-[Bis(1,1-dimethylethyl)phosphino]ethyl]-2-(dicyclohexylphosphino)ferrocene (acc to CAS), Josiphos SL-J009-1
Empirical Formula (Hill Notation):
C32H52FeP2
CAS Number:
Molecular Weight:
554.55
MDL number:
PubChem Substance ID:

Quality Level

assay

≥97%

optical purity

ee: ≥99%

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst
reaction type: Cross Couplings

functional group

phosphine

SMILES string

[Fe].[CH]1[CH][CH][CH][CH]1.C[C@H]([C]2[CH][CH][CH][C]2P(C3CCCCC3)C4CCCCC4)P(C(C)(C)C)C(C)(C)C

InChI

1S/C27H47P2.C5H5.Fe/c1-21(29(26(2,3)4)27(5,6)7)24-19-14-20-25(24)28(22-15-10-8-11-16-22)23-17-12-9-13-18-23;1-2-4-5-3-1;/h14,19-23H,8-13,15-18H2,1-7H3;1-5H;/t21-;;/m1../s1

InChI key

FFFWTQLOUUWUJJ-GHVWMZMZSA-N

General description

sold in collaboration with Solvias AG
(R)-1-[(SP)-2-(Dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine (CyPF-tBu) is a chiral ferrocenyl diphosphine ligand.

Application

It may be used as a ligand in the palladium catalyzed hetero cross-coupling between aryl bromides/aryl triflates with potassium thioacetate to form S-aryl thioacetates.

Packaging

1, 5 g in glass bottle
100, 500 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

13 - Non 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

Certificate of Analysis

Certificate of Origin

A simple, base-free preparation of S-aryl thioacetates as surrogates for aryl thiols.
van den Hoogenband A, et al.
Tetrahedron Letters, 51(52), 6877-6881 (2010)
Privileged ligands
Aldrich Chemfiles, 6(8), 12-12 null

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