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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:
677736-23-1
Molecular Weight:
638.12
MDL number:
MFCD09265041
UNSPSC Code:
12352300
PubChem Substance ID:
329761049
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.

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GHS07

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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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