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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:
Quality Segment
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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