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Grubbs Catalyst, 2nd Generation

569747

DOWNLOAD MSDS (PDF)

Synonym: (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium, Benzylidene[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(tricyclohexylphosphine)ruthenium, [1,3-Bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

  • CAS Number: 246047-72-3

  • Empirical Formula (Hill Notation): C46H65Cl2N2PRu

  • Molecular Weight: 848.97

  • MDL number: MFCD03453237

Grubbs Catalyst, 2nd Generation
#

Properties

Related CategoriesCatalysis and Inorganic Chemistry, Chemical Synthesis, Metathesis, Metathesis Catalysts, Ruthenium
mp143.5-148.5 °C(lit.)

Description

Frequently Asked Questions

Live Chat and Frequently Asked Questions are available for this Product.

Application

Metathesis: Ruthenium-Based Metathesis Catalysts

Catalyst for ring-closing metathesis, cross metathesis and ROMP6 able to produce trisubstituted olefins via cross metathesis,7 and ring closes olefins with excellent functional group tolerance and selectivity.8

• Olefin cross metathesis (CM)1 (eq. 1)
• Ring closing metathesis (RCM)2 (eq. 2)
• Ring opening metathesis (ROM)3 (eq. 3)
• Enyne metathesis4 (eq. 4)
• Ring-Opening Metathesis Polymerization (ROMP)5 (eq. 5)
Grubbs 2<SUP>nd</SUP> catalyst

Other Notes

NO BULK ORDERS

Packaging

100, 500 mg in glass btl

2 g in glass btl

Legal Information

US Patent No. 6,111,121 and 7,329,758 (and associated foreign equivalents of the foregoing) apply. Sale of this product conveys to the buyer a limited-use research license. For full details of this license please see sigma-aldrich.com/materialicense. For questions, please contact us at aldrich@sial.com or Materia at info@materia-inc.com.

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Documents

Certificate of Analysis

Certificate of Origin

ChemFiles Vol 6 No 1 (1 MB )
Structure Search
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Safety Information

SymbolGHS02  GHS02
Signal wordWarning
Hazard statementsH228
Precautionary statementsP210
Personal Protective EquipmentEyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
WGK Germany3
Technical information & documentation associated with this product is available in the Safety & Documentation tab.

Articles

Enyne Metathesis

Enyne metathesis has emerged as a powerful method for the synthesis of conjugated dienes.1 Botta and coworkers utilized a similar approach, where the olefin was replaced with an enol ether. Reaction ...
William Sommer
Aldrich ChemFiles 2009, 9.6, 7.
Keywords: Enyne metathesis, Metathesis, Microwave synthesis

Ring-Closing Metathesis

Ring-closing metathesis has become an essential tool for C-C bond formation as demonstrated by the profound impact on total synthesis in recent years.1 The first examples date back to 1980 and involv...
William Sommer
Aldrich ChemFiles 2009,9.6, 4.
Keywords: C-C bond formation, Cyclizations, Metathesis, Ring-closing metathesis

Ruthenium-Based Metathesis Catalysts

Sigma-Aldrich is pleased to announce an agreement with Materia, Inc. to exclusively distribute research quantities of Grubbs catalysts and Hoveyda–Grubbs catalysts. For a recent review on cross-metat...
ChemFiles Volume 4 Article 2
Keywords: Cross metathesis, Metathesis, Organic synthesis, PAGE, Ring opening metathesis polymerisation, Ring-closing metathesis

Synthesis of Furans

Donohoe and co-workers have developed several synthetic approaches to the synthesis of furans which incorporate RCM as a key step.1 In 2007, the researchers synthesized a series of di- and tri-substi...
William Sommer
Aldrich ChemFiles 2009,9.6, 5.
Keywords: Anti-inflammatory agents, Metathesis

Related Content

Metathesis in Chemical Synthesis

Olefin metathesis is now a well-entrenched synthetic technique, and is a powerful method for the clean construction of innumerable classes of chemical architectures. The broadly accepted belief that ...

References

1. Chatterjee, A. K., Grubbs, R. H. Org. Lett. 1, 1751, (1999) Abstract

2. Scholl, M. Org. Lett. 1, 953, (1999) Abstract

3. Wright, D. L.; Usher, L. J.; Estrella-Jiminez, M. Org. Lett. 3, 4275, (2001) Abstract

4. J.A. Smulik, S.T. Diver Org. Lett. 2, 2271, (2000) Abstract

5. Bielawski, C. W.; Grubbs, R. H. Angew. Chem. Int. Ed. Engl. 39, 2903, (2000)

6. Acc. Chem. Res. 34, 18, (2001) Abstract

7. Org. Lett. 1, 751, (1999)

8. Org. Lett. 1, 953, (1999)

T.M. Trnka, R.H. Grubbs Acc. Chem. Res. 34, 18, (2001) Abstract

Grubbs, R. H. Angew. Chem. Int. Ed. Engl. 45, 3760, (2006)

Grubbs, R. H. Tetrahedron 60, 7117, (2004)

Trnka, T. M., Grubbs, R. H. Acc. Chem. Res. 34, 18, (2001)

Scholl, M. Acc. Chem. Res. 1, 953, (1999)

J. Org. Chem. 71, 7133, (2006) Abstract

Tetrahedron 62, 9017, (2006)

J. Med. Chem. 49, 6147, (2006) Abstract


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