693022
(S)-DM-BINAP
Synonym(s):
(S)-(−)-2,2′-Bis[di(3,5-xylyl)phoshino]-1,1′-binaphthyl, (S)-(−)-2,2′-Bis[bis(3,5-dimethylphenyl)phosphino]-1,1′-binaphthyl, (S)-3,5-Xylyl-BINAP
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About This Item
InChI
1S/C52H48P2/c1-33-21-34(2)26-43(25-33)53(44-27-35(3)22-36(4)28-44)49-19-17-41-13-9-11-15-47(41)51(49)52-48-16-12-10-14-42(48)18-20-50(52)54(45-29-37(5)23-38(6)30-45)46-31-39(7)24-40(8)32-46/h9-32H,1-8H3
SMILES string
Cc1cc(C)cc(c1)P(c2cc(C)cc(C)c2)c3ccc4ccccc4c3-c5c(ccc6ccccc56)P(c7cc(C)cc(C)c7)c8cc(C)cc(C)c8
InChI key
MXGXXBYVDMVJAO-UHFFFAOYSA-N
form
solid
optical activity
[α]/D -172°, 20, c = 1 in chloroform
mp
189-193 °C
Application
- 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
Legal Information
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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