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675792

Sigma-Aldrich

(S)-(−)-2,2′,6,6′-Tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-Bipyridin

97%

Synonym(e):

(S)-P-Phos

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About This Item

Empirische Formel (Hill-System):
C38H34N2O4P2
CAS-Nummer:
362524-23-0
Molekulargewicht:
644.64
MDL-Nummer:
MFCD04038734
UNSPSC-Code:
12352005
PubChem Substanz-ID:
24885300
NACRES:
NA.22

Assay

97%

Optische Aktivität

[α]20/D -98°, c = 1 in chloroform

mp (Schmelzpunkt)

261-265 °C

SMILES String

COc1cc(P(c2ccccc2)c3ccccc3)c(c(OC)n1)-c4c(OC)nc(OC)cc4P(c5ccccc5)c6ccccc6

InChI

1S/C38H34N2O4P2/c1-41-33-25-31(45(27-17-9-5-10-18-27)28-19-11-6-12-20-28)35(37(39-33)43-3)36-32(26-34(42-2)40-38(36)44-4)46(29-21-13-7-14-22-29)30-23-15-8-16-24-30/h5-26H,1-4H3

InChIKey

JZOSBBLJKXSBBN-UHFFFAOYSA-N

Anwendung

Ligand employed in the asymmetic hydrogenation of ß-keto esters, 2-arylacrylates, aryl ketones , and other substrates.
(S)-P-Phos can be used as a ligand:
  • In the asymmetic hydrogenation reactions.
  • For the preparation of chiral ketone functionalized polymers by copolymerization reaction.
  • To synthesize chiral alkynes by asymmetric hydroalkynylation of nonpolar alkenes or norbornadienes using iridium catalyst.
  • In the selective allylic alkylation of indoles using palladium catalyst.

Rechtliche Hinweise

Sold in collaboration with Johnson Matthey Catalyst for research purposes only. US5886182 and any patents arising therefrom apply.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Asymmetric hydroalkynylation of norbornadienes promoted by chiral iridium catalysts
Fan B-M, et al.
Angewandte Chemie (International Edition in English), 51(31), 7821-7824 (2012)
Asymmetric hydrogenation of isobutyrophenone using a [(diphosphine) rucl2 (1, 4-diamine)] catalyst
Grasa, Gabriela A and Zanotti-Gerosa, Antonio and Medlock, Jonathan A and Hems, William P
Organic Letters, 7(8), 1449-1451 (2005)
Jing Wu et al.
Accounts of chemical research, 39(10), 711-720 (2006-10-18)
This Account outlines our efforts in the design and synthesis of a family of highly effective atropisomeric dipyridylphosphine ligands (P-Phos and its variants) and in the development of their widespread applications in transition-metal-catalyzed asymmetric reactions including hydrogenation, hydrosilylation, and C-C
Kim-Hung Lam et al.
European journal of medicinal chemistry, 45(11), 5527-5530 (2010-09-14)
Following our previously reported pyridinyl phosphine oxides as antitumor agents, we targeted the commercially available C(2)-axial chiral organophosphine ligand catalysts, such as 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) 1 and 2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine (P-Phos) 2 as a convenient source for producing organophosphine oxides as antitumor leads.

Artikel

P-Phos, PhanePhos and BoPhoz™ Ligands

We present an article concerning P-Phos, PhanePhos and BoPhoz™ Ligands.

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

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