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About This Item
Linear Formula:
[(C6H5)2PC10H6-]2
CAS Number:
Molecular Weight:
622.67
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
Beilstein/REAXYS Number:
5321443
MDL number:
assay
97%
form
solid
optical activity
[α]19/D −233°, c = 0.3 in toluene
optical purity
ee: 99% (HPLC)
mp
238-240 °C (lit.)
functional group
phosphine
SMILES string
P(c8ccccc8)(c7ccccc7)c1c(c6c(cc1)cccc6)c2c3c(ccc2P(c5ccccc5)c4ccccc4)cccc3
InChI
1S/C44H32P2/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38/h1-32H
InChI key
MUALRAIOVNYAIW-UHFFFAOYSA-N
Application
2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl and its rhodium and ruthenium derivatives are highly selective homogeneous catalysts used for the reduction of aryl ketones, β-keto esters, and α-amino ketones. They have also been used for asymmetric hydrogenation and hydroformylation of olefins, asymmetric Heck reactions, and asymmetric isomerizations of allyls.
Ligand used in a palladium-catalyzed, asymmetric, tandem Heck reaction-carbanion capture process leading to a synthesis of a tricyclic sesquiterpene. Also used in a ruthenium-catalyzed asymmetric hydrogenation of α,β-unsaturated acids.
Ligand used in a palladium-catalyzed, asymmetric, tandem Heck reaction-carbanion capture process leading to a synthesis of a tricyclic sesquiterpene. Also used in a ruthenium-catalyzed asymmetric hydrogenation of α,β-unsaturated acids.
Reactant involved in:
- Enantioselective and diastereoselective unpoled carbonyl allylation
- Syntehsis of organophophine oxides as anittumor agents
- SN2 halogenation of hydroxy groups
- Synthesis of BINAP complexes
- Studies of conformational flexibility of BINAP chelates
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Articles
We present an article concerning BINAP/SEGPHOS® Ligands and Complexes.
Leslie Ann So Alfaro et al.
Stem cells (Dayton, Ohio), 29(12), 2030-2041 (2011-10-15)
Expression of the cell surface sialomucin CD34 is common to many adult stem cell types, including muscle satellite cells. However, no clear stem cell or regeneration-related phenotype has ever been reported in mice lacking CD34, and its function on these
Susana Aguilar et al.
PloS one, 4(11), e8013-e8013 (2009-12-04)
Many common diseases of the gas exchange surface of the lung have no specific treatment but cause serious morbidity and mortality. Idiopathic Pulmonary Fibrosis (IPF) is characterized by alveolar epithelial cell injury, interstitial inflammation, fibroblast proliferation and collagen accumulation within
Tani, K. et al.
Organic Syntheses, 67, 33-33 (1989)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 295825-1G | 04061826732366 |
| 295825-250MG | 04061833482230 |
| 295825-5G | 04061826649046 |