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686441

Sigma-Aldrich

Chlorodicarbonyl(1,2,3,4,5-pentaphenylcyclopentadienyl)ruthenium(II)

Synonym(s):

Dicarbonylchloro[(1,2,3,4,5,-η)-1,2,3,4,5-pentaphenylcyclo-2,4-pentadien-1-yl)]ruthenium

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About This Item

Empirical Formula (Hill Notation):
C37H25ClO2Ru
CAS Number:
Molecular Weight:
638.12
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.22

form

solid

reaction suitability

core: ruthenium
reagent type: catalyst

mp

152-167 °C

SMILES string

Cl[Ru].[C-]#[O+].[C-]#[O+].c1ccc(cc1)[C]2[C]([C]([C]([C]2c3ccccc3)c4ccccc4)c5ccccc5)c6ccccc6

InChI

1S/C35H25.2CO.ClH.Ru/c1-6-16-26(17-7-1)31-32(27-18-8-2-9-19-27)34(29-22-12-4-13-23-29)35(30-24-14-5-15-25-30)33(31)28-20-10-3-11-21-28;2*1-2;;/h1-25H;;;1H;/q;;;;+1/p-1

InChI key

NGSBLRJKXUHTOC-UHFFFAOYSA-M

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Application

Reactant for:
  • Synthesis of cyclopentadienyl ruthenium dicarbonyl catalyst
  • Ligand exchange
  • Formation of cyclopentadienyl ruthenium alkoxycarbonylcomplexes with coordinated C:C bonds

Catalyst for:
  • (S)-Selective dynamic kinetic resolution of secondary alcohols
  • Stereoselective synthesis of neonicorinoide pesticide derivatives
  • Divergent asymmetric synthesis of 3,5-disubstituted piperidines

Citation

Metal catalyst used in conjunction with enzymes for enantioselective transformations via dynamic kinetic resolution

Legal Information

Product of Kanata Chemical Technologies, Inc.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Belén Martín-Matute et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(23), 6053-6061 (2006-06-27)
Highly efficient synthesis of enantiopure diacetates of 2,4-pentanediol and 2,5-hexanediol starting from commercially available mixtures of the diols (dl/meso approximately 1:1) has been realized by combining a fast ruthenium-catalyzed epimerization with an enzymatic transesterification. The in situ coupling of these

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