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Merck
CN

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:
24884495
UNSPSC Code:
12352005
MDL number:
MFCD08561132

Key Documents

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Product Name

Hydroxy[-(S)-BINAP]-rhodium(I) Dimer, 90%

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

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 key

PWIUOLBVYNHREE-UHFFFAOYSA-L

assay

90%

form

solid

reaction suitability

reaction type: click chemistry

impurities

3-5% THF
3-5% ethanol

Application

Efficient and Selective Catalysts for Asymmetric Synthesis
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.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H351

Hazard Classifications

Carc. 2

supp_hazards

EUH019

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
SHBF9439V
48896DJ
11926AH
09723KE
16204MD

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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)
Rhodium-catalyzed asymmetric 1,4-addition and its related asymmetric reactions.
Tamio Hayashi et al.
Chemical reviews, 103(8), 2829-2844 (2003-08-14)

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