PhD student, Monash University
Optimizing catalysis provides a route to clean and sustainable chemical manufacture
Nature uses enzymes to speed up chemical transformations. This highly efficient process (catalysis) has been optimized over millions of years of evolution. Unfortunately, current chemical manufacturing processes fall far short of this ideal process. Using nature as our guide, we aim to hybridize metal based chemistry with the sophistication of enzymes to create high functioning, intelligent catalysts. Specifically, our research aims to advance recent Nobel Prize winning chemistry to improve the selectivity and efficiency of current commercial catalysts. This research aims to propel the next stage in catalysis evolution, towards more sustainable and environmentally friendly chemical manufacture.
Abstract: Ruthenium-catalyzed olefin metathesis reactions represent an attractive and powerful transformation for the formation of new carbon-carbon double bonds. This area is now quite familiar to most chemists as numerous catalysts are available that enable a plethora of olefin metathesis reactions. Nevertheless, with the exception of uses in polymerization reactions, only a limited number of industrial processes use olefin metathesis. This is mainly due to difficulties associated with removing ruthenium from the final products. In this context, a number of studies have been carried out to develop procedures for the removal of the catalyst or the products of catalyst decomposition, however, none are universally attractive so far. This situation has resulted in tremendous activity in the area dealing with supported or tagged versions of homogeneous catalysts. This Review summarizes the numerous studies focused on developing cleaner ruthenium-catalyzed metathesis processes.
Pub.: 21 Jul '07, Pinned: 24 Aug '17
Abstract: The incorporation of organometallic catalyst precursors in proteins results in so-called artificial metalloenzymes. The protein structure will control activity, selectivity and stability of the organometallic site in aqueous medium and allow non-natural reactions in biological settings. Grubbs-Hoveyda type ruthenium catalysts with an N-heterocyclic carbene (NHC) as ancillary ligand, known to be active in olefin metathesis, have recently been incorporated in various proteins. An overview of these artificial metalloproteins and their potential application in olefin metathesis is given.
Pub.: 15 Aug '16, Pinned: 24 Aug '17
Abstract: [reaction: see text] The synthesis of a series of NHC building blocks that can then be incorporated into more complicated structures by palladium catalysis is reported. This approach is used for the synthesis of three amino acids containing NHC side chains. The ability to use the amino acids in solid-phase peptide synthesis to make NHC-containing peptides is also demonstrated. Additionally, the NHC side chain can be deprotected and coordinated to a catalytically active transition metal. Finally, it is illustrated that the building blocks participate in Suzuki coupling to provide access to substituted NHC ligands.
Pub.: 08 Oct '05, Pinned: 24 Aug '17
Abstract: A simple and generic approach to access a new family of Ru-alkylidene olefin metathesis catalysts with specialized properties is reported. This strategy utilizes a late stage, utilitarian Hoveyda-type ligand derived from tyrosine, which can be accessed via a multigram-scale synthesis. Further functionalization allows the catalyst properties to be tuned, giving access to modified second-generation Hoveyda-Grubbs-type catalysts. This divergent synthetic approach can be used to access solid-supported catalysts and catalysts that function under solvent-free and aqueous conditions.
Pub.: 24 Jun '15, Pinned: 24 Aug '17
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