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Topic: Grubbs Catalyst


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In the News (Mon 4 Jun 12)

  
  Grubbs' Catalyst - Wikipedia, the free encyclopedia
Whether a cis or trans isomer is formed in this type of reaction is determined by the orientation the molecules assume when they coordinate to the catalyst, as well as the sterics of the substituents on the double bond of the newly forming molecule.
On October 5, 2005, Robert H. Grubbs, Richard R. Schrock and Yves Chauvin won the Nobel Prize in Chemistry in recognition of their contributions to the development of this widely used process.
Grubbs, R.H.; Trnka, T.M.: Ruthenium-Catalyzed Olefin Metathesis in "Ruthenium in Organic Synthesis" (S.-I. Murahashi, Ed.), Wiley-VCH, Germany, 2004.
en.wikipedia.org /wiki/Grubbs'_Catalyst   (510 words)

  
 From Snappy Multifunctional autonomically healing composite material Number:6,858,659 from the United States Patent and ...
The second part of the two-part catalyst may be an alkyl aluminum compound, such as an alkoxyalkylaluminum halide, an aryloxyalkylaluminum halide, or a metaloxyalkylaluminum halide in which the metal in the compound is tin, lead, or aluminum; or an organic tin compound, such as a tetraalkyltin, a trialkyltin hydride, or a triaryltin hydride.
Particularly in the case of catalysts, the catalyst may serve as both a catalyst for the polymer and as the corresponding activator for the polymerizer in the capsules.
Examples of this system include DCPD as the polymerizer, the polymer is poly(DPCD), and a Grubbs catalyst serves to form the poly(DPCD) and acts as the activator for the DCPD in the capsules; and caprolactone as the polymerizer, the polymer is poly(caprolactone), and scandium triflate acts as the activator for the caprolactone in the capsules.
www.snappyquick.com /Patents/composite_material_material_.html   (3676 words)

  
 Ground-breaking synthesis
The catalyst used in the metathesis reaction to produce the anti-cancer compound, in fact, is one of the catalysts discovered by Grubbs.
Grubbs came up with his breakthrough finding in 1992 when he and associates discovered a catalyst with the metal ruthenium.
Grubbs has continued the development of ruthenium-based catalysts - whose designs are based on detailed mechanistic studies - into more powerful tools for synthesis, including that of polymers with special properties.
www.flonnet.com /fl2223/stories/20051118001808400.htm   (2278 words)

  
 EiC Septembr 2005 - Feature - The chemistry of self-healing polymers   (Site not responding. Last check: 2007-10-11)
A catalyst that induces polymerisation of the encapsulated monomer is embedded in the epoxy.
The catalyst must be tolerant of the epoxy matrix and the ambient conditions under which the sample is prepared.
To determine how much of the catalyst’s reactivity is lost as a result of the heat, air, and water involved in the encapsulation process, we dissolved and tested a sample of these wax microspheres and found that more than 90 per cent of the reactivity is preserved.
www.rsc.org /Education/EiC/issues/2005Sept/polymers.asp   (1953 words)

  
 Autonomic healing of polymer composites : Nature
Solutions of Grubbs' catalyst with the epoxy prepolymer and diethylenetriamine are chemically compatible as revealed by the characteristic benzylidene resonance at 23.3 p.p.m.
Control samples in which the catalyst was excluded showed no ability to polymerize the DCPD monomer, providing evidence that the embedded catalyst initiated the polymerization of the healing agent.
The average critical load for virgin self-healing samples containing microspheres and Grubbs' catalyst was 20% larger than the average value for the neat epoxy control samples, indicating that the addition of microspheres and catalyst increases the inherent toughness of the epoxy.
www.nature.com /nature/journal/v409/n6822/full/409794a0.html   (2692 words)

  
 Grubbs Catalyst   (Site not responding. Last check: 2007-10-11)
One concern with the use of the second generation Grubbs catalyst 3 is the cost, Because of the functional group tolerance of the Grubbs catalyst 3,
catalysts are also widely use in organic synthesis and the "Grubbs catalyst" is even commercially available.
Grubbs catalyst in paraffin is a useful reagent for routine.
www.nelsonsbestguides91.info /grubbs-catalyst.html   (418 words)

  
 The Grubbs Reaction in Organic Synthesis: Part One of Three
The (relatively) robust nature of the commercially-available catalyst and its commercial availability have spurred the expanding exploration of the scope of this reaction.
The most straightforward application of the Grubbs reaction is to effect homologation of a terminal vinyl group.
In this case, the catalyst used was the first generation Grubbs catalyst, 9.
www.organic-chemistry.org /highlights/2004/13September.shtm   (232 words)

  
 Willson Research Group - 157 Photoresist Materials
In conjunction with Daniel Sanders of CalTech, ROMP using the Grubbs catalyst and optimal chain transfer agents (CTA) to control polymer molecular weight.
The Grubbs catalyst, a ruthenium-based catalyst, is being used in lieu of the iridium catalysts.
The homopolymer of the dinorbornene hexafluorocarbinol monomer, which shows that the Grubbs catalyst is tolerant of the highly polar and acidic hexafluorocarbinol group.
willson.cm.utexas.edu /Research/Sub_Files/157/Files/157_poly_ROMP.htm   (416 words)

  
 Marcia France Recognized for Work on Nobel-Winning Catalyst
Lexington, VA • Oct. 14, 2005 — A key component of the groundbreaking metathesis research awarded the Nobel Prize in Chemistry on October 5 was executed by Dr. Marcia France, professor of chemistry at Washington and Lee University.
Early catalysts for this process were limited because they were too air sensitive or not sufficiently reactive with a wide variety of substrates.
A catalyst developed in the early 1990's helped solve the earlier problems - but was difficult to make and even harder to prepare in large quantities, limiting its practical applicability.
news.wlu.edu /news/page/normal/1376.html   (661 words)

  
 Reference.com/Encyclopedia/Grubbs' Catalyst
Other catalysts are effective for this reaction, notably those developed by Schrock (Schrock carbene).
Generation Catalyst has the same uses in organic synthesis as the 1
Grubbs, R.H. Handbook of Metathesis; Wiley VCH: United Kingdon, 2003.
www.reference.com /browse/wiki/Grubbs'_Catalyst   (416 words)

  
 Grubbs’ and Wilkinson catalyzed reactions of 2-phenyl-3-vinyl substituted 2H-azirines   (Site not responding. Last check: 2007-10-11)
In this paper we report that the commonly employed Grubbs’ catalyst induces a clean rearrangement which proceeds via carbon-nitrogen bond cleavage of the 2H-azirine ring.
The isolation of isoxazole 16 and pyrazole 17 by use of the Grubbs’ catalyst clearly indicate that these transition metal catalyzed transformations occur by C-N bond fragmentation.
In an analogous manner, the reaction of the aldehydic substituted 2H-azirine 15 with Grubbs’ catalyst furnished the 2,5-disubstituted pyrrole 22 while photolysis gave the 2,3-disubstituted pyrrole 23 in high yield.
www.arkat-usa.org /ark/journal/2005/I05_Fisera/LF-1146E/LF-1146E.asp   (3552 words)

  
 C&EN: COVER STORY - OLEFIN METATHESIS: BIG DEAL REACTION
With certain catalysts, new carbon-carbon double bonds are formed at or near room temperature even in aqueous media from starting materials that bear a variety of functional groups.
In 1992, for example, Grubbs and MIT chemistry professor Gregory C. Fu, then a postdoc in Grubbs's lab, used what is now widely known as the Schrock catalyst in ring-closing metathesis to form oxygen and nitrogen heterocycles.
At the University of Wisconsin, Madison, chemistry professor Laura L. Kiessling is using the Grubbs catalyst to prepare carbohydrate-containing polymers with significant biological activities.
pubs.acs.org /cen/coverstory/8051/print/8051olefin.html   (2380 words)

  
 The Grubbs Reaction in Organic Synthesis: Part Three of Three
The Grubbs reaction is an equilibration, and so would not be expected to be generally effective for the preparation of medium rings.
DOI) that enynes such as 11, readily prepared from carbohydrate precursors, are cyclized by the second generation Grubbs catalyst 2 to the enantiomerically-pure cyclic dienes, exemplified by 12.
In this case, the nitro Hoveyda-type catalyst 14 was used.
www.organic-chemistry.org /highlights/2004/27September.shtm   (386 words)

  
 A new protocol for pyrrole synthesis by a combination of ring-closing metathesis and in situ oxidative aromatization   (Site not responding. Last check: 2007-10-11)
Finally, adding tetrachloro-1,4-benzoquinone together with the second generation Grubbs’ catalyst  resulted in the complete conversion of the diallylamine to the corresponding pyrrole within 2 hours.
This might suggest that either the metathesis catalyst, or decomposition compounds thereof, catalyze the hydrogen transfer or that hydrogen is directly transferred from donor to acceptor.
The reaction tube is sealed and placed in an oil bath at 70-75°C. After 1 h, the tube is removed from the oil bath, opened and 5 mol% of Grubbs’ second generation catalyst and 0.75 equivalents of tetrachloro-1,4-benzoquinone are added for a second time.
www.arkat-usa.org /ark/journal/2005/I01_General/1297/04-1297C.asp   (1466 words)

  
 (WO 03/029301) SOLID STATE METATHESIS CHEMISTRY   (Site not responding. Last check: 2007-10-11)
For information on time limits for entry into the national phase please click here
(57) An in-situ method for performing organic metathesis polymer chemistry in the solid state includes the step of providing an organic monomer and a catalyst, the catalyst for driving a metathesis polymerization reaction of the monomer.
The organic monomer can be provided as a liquid monomer.
wipo.int /cgi-pct/guest/getbykey5?KEY=03/29301.030410&ELEMENT_SET=DECL   (215 words)

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