Olefin Metathesis at the 249th ACS Meeting

by Daryl Allen on March 19, 2015

The 249th ACS National Meeting & Exposition is fast approaching with Denver, CO preparing to host the biannual event from March 22 – 26, 2015. The theme of this spring’s event is “Chemistry of Natural Resources” which is fitting for the beautiful, resource-abundant state of Colorado. This theme also fits nicely with everyone’s favorite topic here at ATM…so keeping with tradition we’ll provide some details of olefin metathesis related content to check out in the Mile High City.

First off, let’s see what activities our Nobel Laureates have planned in Denver…

Prof. Bob Grubbs kicks things off on opening day. He’s scheduled for a talk in the Division of Polymeric Materials Science and Engineering on Sunday afternoon at 3:45pm where he’ll describe ROMP-based functional materials (PMSE: 46).

Then on Monday afternoon, it looks like both Prof. Richard Schrock and Prof. Bob Grubbs will present lectures in a symposium in honor of Maurice Brookhart who is receiving the Gabor A. Somorjai Award for Creative Research in Catalysis. Prof. Schrock will be discussing stereoregular polymers through ROMP (CATL: 124), while Prof. Grubbs will describe some selective reactions of olefins (CATL: 129). Along with the two olefin metathesis-based talks, if catalysis is your cup of tea this symposium looks like the place to be on Monday afternoon…other presenters will include, among others, Hartwig, Goldman, Eisenberg, Mecking, Gagne and Prof. Brookhart himself.

The Grubbs’ research group from Caltech will also be well represented in Denver, with presentations or posters as follows:

  1. Vanessa Marx
    INOR: 538 – Cyclic alkyl amino carbene (CAAC) ruthenium complexes as remarkably active catalysts for ethenolysis
  1. Brendan Quigley
    INOR: 775 – Structure and activity in cyclometallated Ru-based Z-selective metathesis catalysts
  1. Raymond Weitekamp
    PMSE: 211 – Photolithographic olefin metathesis polymerization
  1. Pablo Guzman
    POLY: 241 – Synthesis of dendronized polymers and their self-assembly to nanostructured materials

We here at ATM would also like to give a special shout out to our friends at Elevance Renewable Sciences who are on the hook for two different presentations in Denver:

  1. Kathleen Havelka
    POLY: 52 – From biorefinery to performance technology: Transforming metathesized renewables oils into high value products
  1. Keith Wampler
    CATL: 363 – Terminal olefin-selective self-metathesis of 1,4-dienes using homogeneous Mo and W catalysts

Along with the presentations noted above, Grubbs’ group alum Marc Hillmyer will tell us about some recent ROMP chemistry from his lab where they control sequence, stereochemistry and functionality in linear polymers (PMSE: 10). If you’ve never seen Marc speak I would highly recommend it…along with the interesting science you’ll undoubtedly be entertained!!

A presentation from the laboratory of AJ Boydston, another Grubbs’ group alum, will describe an “all organic” ROMP methodology based on electrochemistry (PMSE: 108). AJ and his group will be busy at this event with a total of 4 presentations in different areas. Congrats AJ and continued success!

Prof. John Gladysz from Texas A&M will report on some catalyst recycling strategies from his lab based on fluorous chemistry with an overall focus on green chemistry initiatives (ORGN: 306). Not only will this involve Ru-catalyzed olefin metathesis processes, but also include Ni-catalyzed ethylene polymerizations as well.

We’ll also hear some interesting chemistry out of the laboratory of Tom Rovis at Colorado State (ORGN: 466). They will describe a process of using ring-opening/cross metathesis (ROCM) for the generation of substituted cyclopentadienyl (Cp) ligands and the subsequent employment of the synthesized Cp ligands to form new Rh(III)-catalysts for improving C-H functionalization reactions.

Finally, ORGN: 502 (High-load, hybrid ROMP reagents/scavengers/ligands immobilized on silica and Co/C magnetic nanoparticles for their application in sequestration and parallel synthesis) describes a collaborative project where Materia Inc., along with Paul Hanson’s group at the University of Kansas, have played pivotal roles in developing ROMP-based materials for solid-phase synthesis applications.

Some other noted presentations of interest include:

  • CATL: 311 – Renewable feedstocks via olefin metathesis: A high throughput workflow for the discovery of novel homogeneous olefin metathesis catalysts – from The Dow Chemical Company
  • CATL: 319 – Alkane and olefin metathesis with well-defined W(Me)6 supported on silica/silica-alumina catalysts – from the Basset labs at King Abdullah Univ. of Sci. Tech.
  • INOR: 774 – Comparing Ru and first row transition metal-catalyzed olefin metathesis – DFT Studies
  • POLY: 23 – Protein:polymer conjugates via graft-from ring-opening metathesis polymerization – from Case Western Reserve University
  • POLY: 62 – Very long, linear polymers from tandem isomerization/alternating ring-opening metathesis polymerization (i-AROMP) – from Stony Brook University
  • POLY: 215 – Strategies for recovery of Ru catalyst residues in olefin metathesis reactions – from the Bergbreiter lab at Texas A&M
  • ORGN: 442 – Highly active multidentate molybdenum (VI) catalysts for alkyne metathesis – from the Zhang lab at the University of Colorado Boulder
  • INOR: 564 – Pursuit of high-oxidation state phosphinidene complexes of the group 6 metals for metathesis reactivity – from the Thomson lab at the University of Oklahoma

Finally, while enjoying a cocktail and strolling around the Sci-Mix on Monday evening, here are a couple posters that caught our eye:

  • ORGN: 330 – Fluorescent triazaborolopyridinium dyes for cross metathesis labeling
  • PMSE: 328 – Ruthenium N-heterocyclic carbene star polymer
  • PMSE: 336 – Synthesis of macromolecular architectures with a high hydrophobic/hydrophilic contrast by ring-opening metathesis polymerization

Unfortunately, Materia representatives will not be attending the Expo event in Denver…however, we’ll be back in full force at the fall show scheduled for August 16-20th in Boston, MA. In the meantime, enjoy the Denver show if it’s part of your travels and please let us know if there is a particular topic you’d like us to cover here on ATM. We are always interested in feedback and would love to know what our readers want to hear about.

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