Project period: 2020-2023
Funding: NCN Sonata 15, UMO-2019/35/D/ST4/01861
PI: dr Magdalena Jawiczuk
The main goal of the proposed research project is a systematic study of novel ruthenium-based catalysts able to catalyze hetero-functional cross metathesis reaction between diazo compounds and alkene to introduce a relevant new tool into imine synthesis. Molecules of this type, containing carbon-nitrogen double bond, belong to important class of chemical compounds. The imine motif can be often found in pharmacologically relevant compounds, for e.g. drugs for Alzheimer’s disease, drugs against osteoporosis. The reversible nature of the imine bond makes it an excellent reactant for construction of imine-based molecular motors, which have been awarded the Nobel Prize. The use of readily available diazenes as substrates for such transformation seems an obvious choice to further expand the scope of cross metathesis, because - as commonly used dyes - they are available in functionalized form and in large quantities. The working hypothesis of the current proposal is based on the assumption that cross metathesis between functionally different unsaturated compounds can be realized, and a properly designed metathesis catalyst will allow to carry out this process catalytically. Our mechanistic study will expand the understanding of structure-activity relationships for the nonstoichiometric azo cross-metathesis transformations.
Selected publications
M. Jawiczuk, N. Kuźmierkiewicz, A.M. Nowacka, M. Moreń, B. Trzaskowski, "A mechanistic, computational study of alkene-diazene heterofunctional cross metathesis catalyzed by ruthenium complexes", Organometallics, 42, 146-156 (2023). doi: 10.1021/acs.organomet.2c00516