CAS 104439-77-2 1-Hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-mu-hydrotetracarbonyldiruthenium(II)

Synonyms

Shvo's catalyst

Molecular Weight

1084.1

Molecular Formula

C62H41O6Ru2

Canonical SMILES

[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].C1=CC=C(C=C1)C2=C(C(=O)C(=C2C3=CC=CC=C3)C4=CC=CC=C4)C5=CC=CC=C5.C1=CC=C(C=C1)[C]2[C]([C]([C]([C]2C3=CC=CC=C3)O)C4=CC=CC=C4)C5=CC=CC=C5.[Ru].[Ru]

InChI

InChI=1S/C29H21O.C29H20O.4CO.2Ru/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

LYADOKFHMFDLJK-UHFFFAOYSA-N

Melting Point

223-227 °C

Purity

98%

Appearance

Powder

Exact Mass

1087.10008

Monoisotopic Mass

1085.098995

Rotatable Bond Count

Topological Polar Surface Area

41.3 Å²

Application

The purpose of 1-Hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-mu-hydrotetracarbonyldiruthenium(II) is to serve as a versatile catalyst in a wide range of organic syntheses, particularly those involving hydrogen transfer reactions. This compound is adept at facilitating the disproportionation of aldehydes, the reduction of both ketones and aldehydes, and the oxidation and/or racemization of alcohols and amines. It is also employed in conjunction with lipase to enable the asymmetric transformation of ketones and enol acetates into chiral acetates. Additionally, it supports dynamic kinetic resolution through the racemization of enzymatically-resolved substrates and aids in converting secondary amines to primary amines in the presence of ammonia. It serves as a co-catalyst in the aerobic lactonization of diols, showcasing its broad applicability and efficiency in promoting complex chemical transformations.

March 21, 2025

A Versatile Catalyst for Advanced Organic Synthesis

The Shvo catalyst from Alfa Chemistry is indispensable in my lab for efficient hydrogen transfers, enabling precise conversions in asymmetric syntheses and racemization processes. It's consistently reliable for transforming and refining complex compounds.