726435
(1R)-2,2′-Bis[(S)-(4-methylphenyl)sulfinyl]-1,1′-binaphthalene
97%
别名:
(M,S,S)-1,1′-Binaphthalene-2,2′-diyl-bis(p-tolylsulfoxide), (M,S,S)-pTol-BINASO, (R)-2,2′-Bis-((S)-toluene-4-sulfinyl)-[1,1′]binaphthalenyl
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关于此项目
经验公式（希尔记法）:
C34H26O2S2
化学文摘社编号:
分子量:
530.70
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
InChI
1S/C34H26O2S2/c1-23-11-17-27(18-12-23)37(35)31-21-15-25-7-3-5-9-29(25)33(31)34-30-10-6-4-8-26(30)16-22-32(34)38(36)28-19-13-24(2)14-20-28/h3-22H,1-2H3/t37-,38-/m0/s1
SMILES string
Cc1ccc(cc1)S(=O)c2ccc3ccccc3c2-c4c(ccc5ccccc45)S(=O)c6ccc(C)cc6
InChI key
GAWRHNNPYUEUOO-UWXQCODUSA-N
assay
≥96.5% (HPLC), 97%
form
powder
optical purity
ee: ≥97.0%
Application
(1R)-2,2′-Bis[(S)-(4-methylphenyl)sulfinyl]-1,1′-binaphthalene (p-tolyl-BINASO) is a bis-sulfoxide ligand that can be used to prepare cationic palladium and platinum complexes. These complexes are employed as catalysts in hydroboration and diboration reactions. It can also be used to prepare the precatalyst [p-tol-BINASO}RhCl]2 for the synthesis of chiral arylcycloketones by the 1,4-addition reaction of arylboronic acids to cyclic α,β-unsaturated ketones.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
新产品
此项目有
Disulfoxide ligands in rhodium catalyzed asymmetric 1,4-addition: first studies and future directions.
Mariz, R., et al.
Chimia, 63, 508-511 (2009)
Synthesis, structure, and catalytic studies of palladium and platinum bis-sulfoxide complexes
Drinkel EE, et al.
Organometallics, 33(3), 627-636 (2014)
A chiral bis-sulfoxide ligand in late-transition metal catalysis; rhodium-catalyzed asymmetric addition of arylboronic acids to electron-deficient olefins
Mariz R, et al.
Journal of the American Chemical Society, 130(7), 2172-2173 (2008)
A chiral bis-sulfoxide ligand in late-transition metal catalysis; rhodium-catalyzed asymmetric addition of arylboronic acids to electron-deficient olefins.
Ronaldo Mariz et al.
Journal of the American Chemical Society, 130(7), 2172-2173 (2008-01-29)
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