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668281

Sigma-Aldrich

1-Hydroxytetraphenyl-cyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II)

98%

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Synonym(s):
2,4-Cyclopentadien-1-one, 2,3,4,5-tetraphenyl-, ruthenium complex, Shvo’s Catalyst, Tetracarbonyl-μ-hydro[(1,2,3,4,5-H)-1-hydroxylato-2,3,4,5-tetraphenyl-2,4-cyclopentadien-1-yl][(1,2,3,4,5-H)-1-hydroxy-2,3,4,5-tetraphenyl-2,4-cyclopentadien-1-yl]diruthenium
Empirical Formula (Hill Notation):
C62H42O6Ru2
CAS Number:
104439-77-2
Molecular Weight:
1085.13
UNSPSC Code:
12161600
PubChem Substance ID:
24884974
NACRES:
NA.22

Quality Level

100

Assay

98%

form

solid

reaction suitability

core: ruthenium
reagent type: catalyst

mp

223-227 °C

SMILES string

[Ru][RuH].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].O[C]1[C]([C]([C]([C]1c2ccccc2)c3ccccc3)c4ccccc4)c5ccccc5.O=C6C(c7ccccc7)=C(c8ccccc8)C(c9ccccc9)=C6c%10ccccc%10

InChI

1S/C29H21O.C29H20O.4CO.2Ru.H/c2*30-29-27(23-17-9-3-10-18-23)25(21-13-5-1-6-14-21)26(22-15-7-2-8-16-22)28(29)24-19-11-4-12-20-24;4*1-2;;;/h1-20,30H;1-20H;;;;;;;

InChI key

PISMVXYUJBWZFB-UHFFFAOYSA-N

Application

Shvo′s Catalyst
Has found numerous applications as a versatile catalyst in organic synthesis, including the reduction of aldehydes and ketones to alcohols, bimolecular disproportionation reaction of aldehydes to esters, isomerization of allylic alcohols and oxidation of alcohols.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Combination of enzymes and metal catalysts. A powerful approach in asymmetric catalysis.
Oscar Pàmies et al.
Chemical reviews, 103(8), 3247-3262 (2003-08-14)
Prabhakaran, R.
Synlett, 2048-2048 (2004)

Articles

Shvo’s Catalyst

Efficient epimerization catalyst for enzyme mediated dynamic kinetic resolution (DKR).

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