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936677

Hoveyda-Grubbs Catalyst® M720

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Synonym(s):

(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

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About This Item

Empirical Formula (Hill Notation):
C31H38Cl2N2ORu
CAS Number:
Molecular Weight:
626.62
MDL number:
UNSPSC Code:
12352100

form

beads
solid

Quality Level

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

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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

Regulatory Information

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