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]
• Empirical Formula (Hill Notation): C₃₈H₂₈O₄P₂
• CAS Number: 244261-66-3
• Molecular Weight: 610.57
• MDL number: MFCD09753005
• UNSPSC Code: 12352005
• PubChem Substance ID: 329761491
• NACRES: NA.22

Properties

• Quality Level: 100
• 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

Description

Application

Takasago Ligands and Complexes for Asymmetric Reactions

Catalytic ligand used for:

• 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

Sold in collaboration with Takasago for research purposes only. JP Registration No. 3148136

SEGPHOS is a registered trademark of Takasago Intl. Corp.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable