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(S)-DM-BINAP

Catalog No. 693022 Name Sigma Aldrich
CAS Number 135139-00-3 Website http://www.sigmaaldrich.com
M. F. C52H48P2 Telephone 1-800-521-8956
M. W. 734.885042 Fax
Purity Email
Storage Chembase ID: 135873

SYNONYMS

IUPAC name
(1-{2-[bis(3,5-dimethylphenyl)phosphanyl]naphthalen-1-yl}naphthalen-2-yl)bis(3,5-dimethylphenyl)phosphane
IUPAC Traditional name
(1-{2-[bis(3,5-dimethylphenyl)phosphanyl]naphthalen-1-yl}naphthalen-2-yl)bis(3,5-dimethylphenyl)phosphane
Synonyms
(S)-(-)-2,2′-双[二(3,5-二甲苯基)膦]-1,1′-联萘
(S)-联萘(3,5-二甲苯基)膦
(S)-3,5-Xylyl-BINAP
(S)-(-)-2,2′-Bis[bis(3,5-dimethylphenyl)phosphino]-1,1′-binaphthyl
(S)-(-)-2,2′-Bis[di(3,5-xylyl)phoshino]-1,1′-binaphthyl

DATABASE IDS

CAS Number 135139-00-3
MDL Number MFCD01630821

PROPERTIES

Empirical Formula (Hill Notation) C52H48P2
Melting Point 189-193 °C
Optical Rotation [α]/D -172°, 20, c = 1 in chloroform
MSDS Link Download
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
German water hazard class 3

DETAILS

Description (简体中文)
包装
50, 100 mg in glass bottle
Legal Information
与 Takasago 联合销售,仅供研究之用。日本注册号2041996
Application
Takasago Ligands and Complexes for Asymmetric Reactions
Catalyst for:
• Asymmetric hydrogenation of benzophenone
• Regio- and stereoselective preparation of axially chiral arylnaphthalene derivatives via rhodium-catalyzed [2+2+2] cycloaddition of diynes with naphthalenepropynoic acid derivatives in the presence of chiral biaryl bisphosphine ligands
• Regiodivergent rhodium-catalyzed [(2+2)+2] carbocyclization of 1,6-enynes with Me propiolates
• Ligand controlled regioselective and stereoselective desymmetrizing rhodium-catalyzed allylic arylation of meso cyclopentene dicarbonates with arylboronic acids to form regioisomeric arylcyclopentenols
• Platinum(II) complex-catalyzed enantioselective aldol reaction with ketene silyl acetals in DMF at room temperature
• Stereoselective preparation of chiral N,O-biaryls via Rh-catalyzed [2+2+2] cycloaddition of conjugate ynamides with diynes
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
Catalyst for:
• Asymmetric hydrogenation of benzophenone
• Regio- and stereoselective preparation of axially chiral arylnaphthalene derivatives via rhodium-catalyzed [2+2+2] cycloaddition of diynes with naphthalenepropynoic acid derivatives in the presence of chiral biaryl bisphosphine ligands
• Regiodivergent rhodium-catalyzed [(2+2)+2] carbocyclization of 1,6-enynes with Me propiolates
• Ligand controlled regioselective and stereoselective desymmetrizing rhodium-catalyzed allylic arylation of meso cyclopentene dicarbonates with arylboronic acids to form regioisomeric arylcyclopentenols
• Platinum(II) complex-catalyzed enantioselective aldol reaction with ketene silyl acetals in DMF at room temperature
• Stereoselective preparation of chiral N,O-biaryls via Rh-catalyzed [2+2+2] cycloaddition of conjugate ynamides with diynes

REFERENCES