936677

Hoveyda-Grubbs Catalyst^® M720 ChemBeads

• Synonym(s): Hoveyda-Grubbs Catalyst^® M720, (1,3-Bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(o-isopropoxyphenylmethylene)ruthenium ChemBeads, Dichloro[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene](2-isopropoxyphenylmethylene)ruthenium(II) ChemBeads, Grubbs Catalyst^® C627 ChemBeads, Hoveyda-Grubbs Catalyst^® 2nd Generation ChemBeads, Hoveyda-Grubbs Catalyst^® M72 (C627) ChemBeads, (1,3-Bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(o-isopropoxyphenylmethylene)ruthenium, Dichloro[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene](2-isopropoxyphenylmethylene)ruthenium(II), Grubbs Catalyst^® C627
• Empirical Formula (Hill Notation): C₃₁H₃₈Cl₂N₂ORu
• CAS Number: 301224-40-8
• Molecular Weight: 626.62
• MDL number: MFCD03701614
• UNSPSC Code: 12352100

Properties

• form: beads; solid
• Quality Level: 100
• composition: loading, 4-6 wt. %
• reaction suitability: reagent type: catalyst
• mp: 216-220 °C (lit.)
• SMILES string: CC(C)Oc1ccccc1C=[Ru](Cl)(Cl)=C2N(CCN2c3c(C)cc(C)cc3C)c4c(C)cc(C)cc4C
• InChI: 1S/C21H26N2.C10H12O.2ClH.Ru/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6;1-8(2)11-10-7-5-4-6-9(10)3;;;/h9-12H,7-8H2,1-6H3;3-8H,1-2H3;2*1H;/q;;;;+2/p-2
• InChI key: ZRPFJAPZDXQHSM-UHFFFAOYSA-L

Description

General description

The ChemBeads product of second generation, phosphine-free Hoveyda-Grubbs Catalyst^® M720. The catalyst has comparable reactivity to the first generation, but initiates more readily at lower temperatures. Efficient for metathesis of electron-deficient substrates including fluorinated olefins. Demonstrated in multiple large-scale pharmaceutical applications. Loaded on glass beads for use in high-throughput expermentation (HTE).

Application

Hoveyda-Grubbs Catalyst^® M720 has be used as:
A catalyst for olefin cross-metathesis with fluorinated olefins (CM).
A catalyst for ring-closing metathesis (RCM).
A catalyst for ring-opening metathesis (ROM).
A catalyst for a sequence of a metathesis reaction and subsequent dihydroxylation of the newly formed double bond.
A ROM catalyst in mechanochemical polymer synthesis.
A catalyst in the total synthesis of the Diterpenes (+)-Randainin D and (+)-Barekoxide.
ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.

For general uses, product is also available in powdered form (569755)

Legal Information

Grubbs Catalyst is a registered trademark of Umicore AG & Co. KG