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Macrocycles in Medicine: BILN 2061

November 3, 2009 By Andy Nickel

Farina, V.; Shu, C.; Zeng, X.; Wei, X., Han, Z.; Yee, N. K.; Senanayake, C. H. Second-generation process for the HCV protease inhibitor BILN 2061: a greener approach to Ru-catalyzed ring-closing metathesis. Org. Process Res. Dev. 2009, 13, 250-254. Any conversation about olefin metathesis in the pharmaceutical world has to include the work out of […]

Molybdenum Catalyst with a Stereogeneic Metal Center

October 29, 2009 By Andy Nickel

Flook, M. M.; Jiang, A. J.; Schrock, R. R.; Müller, P.; Hoveyda, A. H. Z-Selective olefin metathesis processes catalyzed by a molybdenum hexaisopropylterphenoxide monopyrrolide complex. J. Am. Chem. Soc. 2009, 131, 7962-7963. There aren’t many interuniversity partnerships out there that have been more productive than the one between Richard Schrock and Amir Hoveyda. Recently, this […]

Grubbs Triblock Copolymers

October 20, 2009 By Paul Boothe

Careful combination of multiple polymerization mechanisms can generate truly unique architectures. Incorporation of chain-segments generated by metathesis polymerizations have been explored by a number of researchers (particularly the Matyjaszewski group at Carnegie Mellon University), typically by terminating the ROMP reaction with a functionality that could later be used as an initiator for atom transfer radical […]

Low Polydispersity ROMP Catalyst

October 13, 2009 By Paul Boothe

Although their increased functional-group tolerance has made the ruthenium-based metathesis catalysts extremely attractive for use as polymerization catalysts, these catalysts have typically struggled to match the “living” polymerizations of the molybdenum- and tungsten-based catalysts. The advent of 2nd generation N-heterocyclic carbene ruthenium catalysts increased the overall activity to match other systems, but polymers generated still […]

Synthesis of Telechelics through Olefin Metathesis

October 6, 2009 By Paul Boothe

The preparation of telechelic oligomers and polymers is of great interest for a number of fields, but it is typically quite difficult to generate compounds such that they are perfectly difunctional (fn = 2.0). However, olefin metathesis has proven to be a versatile method for the synthesis of telechelics.  For example, ring-opening metathesis polymerization (ROMP) […]

Shell Higher Olefins Process

September 28, 2009 By Andy Nickel

At over a million tons of capacity, the Shell Higher Olefins Process (SHOP) is one of the standards of industrial olefin metathesis chemistry. SHOP is remarkable in both its chemistry and process engineering. The process was developed for the conversion of ethylene to C10-C14 internal olefins (for conversion to linear primary detergent alcohols by hydroformylation), […]

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