661007
Hydroxy[-(S)-BINAP]-rhodium(I) Dimer
90%
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About This Item
Empirical Formula (Hill Notation):
C88H66O2P4Rh2
Molecular Weight:
1485.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
assay
90%
form
solid
reaction suitability
reaction type: click chemistry
impurities
3-5% THF, 3-5% ethanol
SMILES string
[H]O[Rh].[H]O[Rh].c1ccc(cc1)P(c2ccccc2)c3ccc4ccccc4c3-c5c(ccc6ccccc56)P(c7ccccc7)c8ccccc8.c9ccc(cc9)P(c%10ccccc%10)c%11ccc%12ccccc%12c%11-c%13c(ccc%14ccccc%13%14)P(c%15ccccc%15)c%16ccccc%16
InChI
1S/2C44H32P2.2H2O.2Rh/c2*1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38;;;;/h2*1-32H;2*1H2;;/q;;;;2*+1/p-2
InChI key
PWIUOLBVYNHREE-UHFFFAOYSA-L
Application
Catalyst employed in an asymmetric 1,6-addition of arylzinc reagents to dienones leading to chiral 5-substituted enones. Also used in an asymmetric 1,4-addition of organoboron reagents to cyclic and acyclic α,β-unsaturated ketones with excellent enantioselectivity.
signalword
Warning
hcodes
Hazard Classifications
Carc. 2
supp_hazards
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Rhodium-catalyzed asymmetric 1,4-addition and its related asymmetric reactions.
Tamio Hayashi et al.
Chemical reviews, 103(8), 2829-2844 (2003-08-14)
Rhodium-catalyzed asymmetric 1,6-addition of aryl zinc reagents to dienones.
Tamio Hayashi et al.
Angewandte Chemie (International ed. in English), 44(27), 4224-4227 (2005-06-02)