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682292

Sigma-Aldrich

(S)-(+)-4,12-Bis[di(3,5-xylyl)phosphino]-[2.2]-paracyclophane

90%

Synonym(s):

(S)-5,11-Bis(3,5-xylylphosphino)tricyclo[8.2.24,7]hexadeca-hexaene, (S)-xylyl-PHANEPHos

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About This Item

Empirical Formula (Hill Notation):
C48H50P2
CAS Number:
325168-88-5
Molecular Weight:
688.86
MDL number:
MFCD03840578
UNSPSC Code:
12352002
PubChem Substance ID:
329760782
NACRES:
NA.22

Assay

90%

form

solid

optical activity

[α]/D +61.0°, c = 0.1 in ethanol

mp

234-238 °C

InChI

1S/C48H50P2/c1-31-17-32(2)22-43(21-31)49(44-23-33(3)18-34(4)24-44)47-29-39-9-13-41(47)15-11-40-10-14-42(16-12-39)48(30-40)50(45-25-35(5)19-36(6)26-45)46-27-37(7)20-38(8)28-46/h9-10,13-14,17-30H,11-12,15-16H2,1-8H3

InChI key

LYHOBZAADXPPNW-UHFFFAOYSA-N

Application

Efficient ligand for asymmetric hydrogenation of dehydroamino acids, methyl esters and ketones.

Legal Information

Sold in collaboration with Johnson Matthey Catalyst for research purposes only. US5874629 and any patents arising therefrom apply.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

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)

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Journal of the American Chemical Society, 119, 6207-6207 (1997)
Burk et al.
Organic letters, 2(26), 4173-4176 (2001-01-11)
PhanePhos-ruthenium-diamine complexes catalyze the asymmetric hydrogenation of a wide range of aromatic, heteroaromatic, and alpha, beta-unsaturated ketones with high activity and excellent enantioselectivity.

Articles

P-Phos, PhanePhos and BoPhoz™ Ligands

The P-Phos ligand family was developed by Professor Chan of Hong Kong Polytechnic University and licensed to JM CCT in 2002. P-Phos is an atropisomeric biaryl bisphosphine with the unique feature of incorporating two methoxy-substituted pyridine rings in the backbone.

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