692395
(R)-SEGPHOS®
≥94%
Synonym(s):
(R)-(+)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole, [4(R)-(4,4′-bi-1,3-benzodioxole)-5,5′-diyl]bis[diphenylphosphine]
About This Item
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assay
≥94%
form
powder
optical activity
[α]20/D +11°, c = 0.5 in chloroform
mp
168-172 °C
SMILES string
C1Oc2ccc(P(c3ccccc3)c4ccccc4)c(c2O1)-c5c6OCOc6ccc5P(c7ccccc7)c8ccccc8
InChI
1S/C38H28O4P2/c1-5-13-27(14-6-1)43(28-15-7-2-8-16-28)33-23-21-31-37(41-25-39-31)35(33)36-34(24-22-32-38(36)42-26-40-32)44(29-17-9-3-10-18-29)30-19-11-4-12-20-30/h1-24H,25-26H2
InChI key
RZZDRSHFIVOQAF-UHFFFAOYSA-N
Application
- Nickel-catalyzed asymmetric α-arylation and heteroarylation of ketones with chloroarenes
- Enantioselective synthesis of dihydrobenzofurans and dihydronaphthofurans via olefin isomerization/enantioselective intramolecular Alder-ene reaction of enynes catalyzed by Rh
- Preparation of axially chiral biaryl compounds by gold-catalyzed stereoselective intramolecular hydroarylation
- Preparation of chiral silylated homoallylic alcohols and diols by asymmetric addition of alcohols and aldehydes to silylbutadienes catalyzed by ruthenium complexes
- Preparation of chiral 3-alkyl-substituted indolines by tandem condensation-asymmetric hydrogenation of indoles with aldehydes, catalyzed by Bronsted acids and palladium BINAP complexes
- Rhodium-catalyzed asymmetric formal olefination or cycloaddition of 1,3-dicarbonyl compounds with 1,6-diynes or 1,6-enynes
Legal Information
related product
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Articles
We present an article concerning BINAP/SEGPHOS® Ligands and Complexes.
Hydrogenation, Asymmetric Catalysis, Binap, SEGPHOS®, Aldol reaction, Alkenylation, Arylation, Mannich reaction, Fluorination, Michael addition, Hydrosilylation, Cycloaddition, Takasago
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