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(S)-SEGPHOS®

Catalog No. 693006 Name Sigma Aldrich
CAS Number 210169-54-3 Website http://www.sigmaaldrich.com
M. F. C38H28O4P2 Telephone 1-800-521-8956
M. W. 610.574042 Fax
Purity ≥94% Email
Storage Chembase ID: 140882

SYNONYMS

IUPAC name
{4-[5-(diphenylphosphanyl)-2H-1,3-benzodioxol-4-yl]-2H-1,3-benzodioxol-5-yl}diphenylphosphane
IUPAC Traditional name
{4-[5-(diphenylphosphanyl)-2H-1,3-benzodioxol-4-yl]-2H-1,3-benzodioxol-5-yl}diphenylphosphane
Synonyms
(S)-(-)-5,5′-双(二苯基膦)-4,4′-二-1,3-苯并二噁茂
(S)-(-)-5,5′-Bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole

DATABASE IDS

CAS Number 210169-54-3
MDL Number MFCD09753005

PROPERTIES

Empirical Formula (Hill Notation) C38H28O4P2
Purity ≥94%
Melting Point 231-235 °C
Optical Rotation [α]20/D -11°, c = 0.5 in chloroform
MSDS Link Download
German water hazard class 3

DETAILS

Description (English)
Packaging
50, 100 mg in glass bottle
Legal Information
Sold in collaboration with Takasago for research purposes only. JP Registration No. 3148136
SEGPHOS is a registered trademark of Takasago Intl. Corp.
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
Description (简体中文)
包装
50, 100 mg in glass bottle
Legal Information
与 Takasago 合作销售,仅用于研究目的。日本注册号 3148136
法律信息
SEGPHOS 注册商标 Takasago Intl. Corp.
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

REFERENCES