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(R)-H8-BINAP_Molecular_structure_CAS_139139-86-9)
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(R)-H8-BINAP

Catalog No. 692387 Name Sigma Aldrich
CAS Number 139139-86-9 Website http://www.sigmaaldrich.com
M. F. C44H40P2 Telephone 1-800-521-8956
M. W. 630.735922 Fax
Purity ≥94% Email
Storage Chembase ID: 140888

SYNONYMS

IUPAC name
{1-[2-(diphenylphosphanyl)-5,6,7,8-tetrahydronaphthalen-1-yl]-5,6,7,8-tetrahydronaphthalen-2-yl}diphenylphosphane
IUPAC Traditional name
{1-[2-(diphenylphosphanyl)-5,6,7,8-tetrahydronaphthalen-1-yl]-5,6,7,8-tetrahydronaphthalen-2-yl}diphenylphosphane
Synonyms
[(1R)-5,5′,6,6′,7,7′,8,8′-八氢-[1,1′-联萘]-2,2′-二基]双[二苯基膦]
(R)-(+)-2,2′-双(二苯基膦)-5,5′,6,6′,7,7′,8,8′-八氢-1,1′-联萘
[(1R)-5,5′,6,6′,7,7′,8,8′-octahydro-[1,1′-binaphthalene]-2,2′-diyl]bis[diphenylphosphine]
(R)-(+)-2,2′-Bis(diphenylphospino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl

DATABASE IDS

MDL Number MFCD01630795
CAS Number 139139-86-9

PROPERTIES

Empirical Formula (Hill Notation) C44H40P2
Purity ≥94%
Optical Rotation [α]20/D +74°, c = 0.5 in toluene
MSDS Link Download

DETAILS

Description (English)
Packaging
50, 100 mg in glass bottle
Legal Information
Sold in collaboration with Takasago for research purposes only.
Application
Takasago Ligands and Complexes for Asymmetric Reactions
Catalytic ligand used for:
• 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 3-alkyl-substituted indolines by tandem condensation-asymmetric hydrogenation of indoles with aldehydes, catalyzed by Bronsted acids and palladium BINAP complexes
• Stereoselective preparation of hydrindanes and decalins containing up to four contiguous stereocenters via rhodium-catalyzed [2+2+2] cycloaddition of ene-allenes with allenes
• Rhodium-catalyzed asymmetric formal olefination or cycloaddition of 1,3-dicarbonyl compounds with 1,6-diynes or 1,6-enynes
• Stereoselective preparation of 2,3-substituted indolines via Pd-catalyzed hydrogenation of (α-hydroxyalkyl)indoles
Description (简体中文)
包装
50, 100 mg in glass bottle
Legal Information
与 Takasago 联合销售,仅供研究使用。日本注册号 2681057
Application
Takasago Ligands and Complexes for Asymmetric Reactions
Catalytic ligand used for:
• 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 3-alkyl-substituted indolines by tandem condensation-asymmetric hydrogenation of indoles with aldehydes, catalyzed by Bronsted acids and palladium BINAP complexes
• Stereoselective preparation of hydrindanes and decalins containing up to four contiguous stereocenters via rhodium-catalyzed [2+2+2] cycloaddition of ene-allenes with allenes
• Rhodium-catalyzed asymmetric formal olefination or cycloaddition of 1,3-dicarbonyl compounds with 1,6-diynes or 1,6-enynes
• Stereoselective preparation of 2,3-substituted indolines via Pd-catalyzed hydrogenation of (α-hydroxyalkyl)indoles

REFERENCES