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682136

Sigma-Aldrich

(S)-(+)-4,12-Bis(diphenylphosphino)-[2.2]-paracyclophane

96%

Synonym(s):

(S)-Phanephos

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About This Item

Empirical Formula (Hill Notation):
C40H34P2
CAS Number:
192463-40-4
Molecular Weight:
576.65
MDL number:
MFCD03094575
UNSPSC Code:
12352002
PubChem Substance ID:
24885680
NACRES:
NA.22

Quality Level

100

assay

96%

form

solid

optical activity

[α]22/D +34°, c = 1 in chloroform

mp

224-226 °C

functional group

phosphine

SMILES string

C1Cc2ccc(CCc3ccc1cc3P(c4ccccc4)c5ccccc5)cc2P(c6ccccc6)c7ccccc7

InChI

1S/C40H34P2/c1-5-13-35(14-6-1)41(36-15-7-2-8-16-36)39-29-31-21-25-33(39)27-23-32-22-26-34(28-24-31)40(30-32)42(37-17-9-3-10-18-37)38-19-11-4-12-20-38/h1-22,25-26,29-30H,23-24,27-28H2

InChI key

GYZZZILPVUYAFJ-UHFFFAOYSA-N

Application

Efficient ligand for asymmetric hydrogentation of dehydroamino acids, methyl esters and keytones.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ3680
MKCL3627
MKBW4431V
MKBQ1078V
MKBH7131V

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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

P-Phos ligand family enhances catalysis, featuring atropisomeric biaryl bisphosphine with unique structural elements.

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