Grubbs Catalyst Technology for Olefin Metathesis by Aldrich

Olefin Metathesis Overview

Sigma-Aldrich exclusively distributes the Materia Grubbs Catalyst Technology for olefin metathesis application research and development. The Grubbs Catalyst systems are:
  • Powerful tools for making, breaking, and rearranging carbon-carbon double bonds
  • Nobel Prize-winning
  • Industry-validated
  • Efficient
  • Cost effective
  • User-friendly

Grubbs Catalyst Timeline

1996 Grubbs 1st Generation Catalyst (579726) is developed, offering good activity and improved functional group tolerance over traditional systems.
1999 Grubbs 2nd Generation Catalyst (569747) is developed, providing a broader substrate scope and more efficiency versus 1st generation systems.
2005 Robert Grubbs shares the Nobel Prize in Chemistry with Richard Schrock and Yves Chauvin “for the development of the metathesis method in organic synthesis.”
2011 The first practical ruthenium Z-selective catalyst is developed.

Selected Best Practices
Consider Concentration. Run cross metathesis reactions concentrated and macrocyclizations dilute.
Oust Oxygen. Degassing reactions with an inert gas prior to adding a Grubbs catalyst can improve catalyst lifetime and efficiency. Degassing during the reaction has the added benefit of efficiently removing ethylene from metathesis reactions where it is generated.
Solvent Selection. Consider solubility and use non-coordinating solvents when possible, such as cyclohexane, toluene, or dichloromethane.
For more suggestions on metathesis reaction planning and troubleshooting, visit Best Practices.

Overview of the Primary Olefin Metathesis Processes
Overview of the Primary Olefin Metathesis Processes: ROMP, RCM, and CM

Additional Product Information
Ruthenium catalysts overview on All Things Metathesis (Click here to view.)
Aldrichimica Acta review on second-generation metathesis catalysts (Click here to view.)
Aldrichimica Acta review on ROM polymerization in facilitated synthesis (Click here to view.)
Aldrichimica Acta review on CM of nitrogen-containing systems (Click here to view.)
Materia licensing information (Click here to view.)

Product #

Image

Description

Molecular Formula

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682373 Grubbs Catalyst C571 C27H30Cl2N2ORu
729345 Grubbs Catalyst C711 C37H50Cl2N2ORu
578681 Grubbs Catalyst C801 C41H74Cl2P2Ru
682365 Grubbs Catalyst C827 C44H67Cl2N2PRu
707961 Grubbs Catalyst C833 95% C37H67BCl2F4P2Ru
707988 Grubbs Catalyst C859 95% C40H60BCl2F4N2PRu
569747 Grubbs Catalyst 2nd Generation C46H65Cl2N2PRu
682330 Grubbs Catalyst 3rd Generation C38H40Br2Cl2N4Ru
579726 Grubbs Catalyst 1st Generation 97% C43H72Cl2P2Ru
771082 Grubbs Catalyst Z-Selective C32H41N3O4Ru
569755 Hoveyda-Grubbs Catalyst 2nd Generation 97% C31H38Cl2N2ORu
577944 Hoveyda-Grubbs Catalyst 1st Generation C28H45Cl2OPRu
687944 Ruthenium Metathesis Catalysts Kit I