693006

(S)-SEGPHOS^®

≥94%

• Synonym(s): (S)-(−)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole
• Empirical Formula (Hill Notation): C₃₈H₂₈O₄P₂
• CAS Number: 210169-54-3
• Molecular Weight: 610.57
• MDL number: MFCD09753005
• UNSPSC Code: 12352005
• PubChem Substance ID: 329761551
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: ≥94%
• form: solid
• optical activity: [α]20/D -11°, c = 0.5 in chloroform
• mp: 231-235 °C
• functional group: phosphine
• SMILES string: P(c8ccccc8)(c7ccccc7)c1c(c6c(cc1)OCO6)c2c3c(ccc2P(c5ccccc5)c4ccccc4)OCO3
• 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

Chiral biaryl bisphosphine catalytic ligand used for:

• Rhodium-catalyzed asymmetric formal olefination or cycloaddition of 1,3-dicarbonyl compounds with 1,6-diynes or 1,6-enynes
• Stereoselective preparation of homoallylic alcohols via Ir-catalyzed stereoselective transfer hydrogenative crotylation of an allylic acetate with alcohols or aldehydes
• Regio- and stereoselective preparation of axially chiral arylnaphthalene derivatives via rhodium-catalyzed [2+2+2] cycloaddition of diynes with naphthalenepropynoic acid derivatives
• Diastereo- and enantioselective hydrogenation of α-amino-β-keto ester hydrochlorides catalyzed by an iridium complex
• Preparation of dihydroisoquinolinones via nickel-catalyzed denitrogenative annulation of benzotriazinones with 1,3-dienes and alkenes
• Stereoselective preparation of indanol derivatives via Rh-catalyzed enantioselective alkynylative cyclization of allenyl aldehydes with terminal alkynes

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 Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable