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Merck
CN

675792

Sigma-Aldrich

(S)-(-)-2,2′,6,6′-四甲氧基-4,4′-双(二苯基膦)-3,3′-联吡啶

97%

别名:

(S)-P-Phos

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About This Item

经验公式(希尔记法):
C38H34N2O4P2
分子量:
644.64
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

方案

97%

旋光性

[α]20/D -98°, c = 1 in chloroform

mp

261-265 °C

官能团

phosphine

SMILES字符串

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

InChI key

JZOSBBLJKXSBBN-UHFFFAOYSA-N

应用

(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.

Ligand employed in the asymmetic hydrogenation of ß-keto esters, 2-arylacrylates, aryl ketones , and other substrates.

法律信息

与 Johnson Matthey Catalyst 联合销售,仅供研究使用。适用美国专利 US5886182 以及由此产生的任何专利。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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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)
Enantioselective Pd-catalyzed allylic alkylation of indoles by a new class of chiral ferrocenyl P/S ligands
Cheung HY, et al.
Organic Letters, 9(21), 4295-4298 (2007)
Synthesis of Chiral Functionalized Polymers by Alternating Copolymerization of Propene and CO Using the Pd (OAc) 2/(S)-P-PHOS Catalyst
Lailai W, et al.
Chinese Journal of Catalysis, 32(1-2), 65-69 (2011)
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

商品

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

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