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(S)-SEGPHOS®

ALDRICH/693006 - ≥94%

Synonym: (S)-(−)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole

CAS Number: 210169-54-3
Empirical Formula (Hill Notation): C38H28O4P2
Molecular Weight: 610.57
MDL Number: MFCD09753005
Linear Formula: C38H28O4P2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-693006-100MG 100 mg
$50.80
1/EA
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assay ≥94%
form solid
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
mp 231-235 °C
optical activity [α]20/D -11°, c = 0.5 in chloroform
Application: Takasago Ligands and Complexes for Asymmetric Reactions 
Application: 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: SEGPHOS is a registered trademark of Takasago Intl. Corp.
Legal Information: Sold in collaboration with Takasago for research purposes only. JP Registration No. 3148136
Packaging: 50, 100 mg in amber glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥94%
mp 231-235 °C
UNSPSC 12352005

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