ESR1 Project
Olefin metathesis catalysts with high Z-selectivity
Recruting institution: CNRS
Diploma-delivering institutions: UPS, UW
Secondment host: Fundacion Tecnalia Research & Innovation (ES)
Objectives
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The olefin metathesis reaction being under thermodynamic control, E-olefins are generally obtained preferentially. Significantly, the development of an efficient and general Z-selective metathesis catalyst still remains a great challenge. [1] Merging the complementary expertise of the two teams, [2,3] this project aims at developing highly modular, efficient and general Z-selective Ru-based metathesis catalysts, which will include specifically-designed five- and six-membered cyclometallated NHC ligands associated with monoanionic bidentate ligands.
[1] O. M. Ogba, N. C. Warner, D. J. O’Leary, R. H. Grubbs, Chem. Soc. Rev. 2018, 47, 4510.
[2] For a recent joint publication, see: V. César, Y. Zhang, W. Kośnik, A. Zieliński, A. A. Rajkiewicz, M. Ruamps, S. Bastin, N. Lugan, G. Lavigne, K. Grela, Chem. Eur. J. 2017, 23, 1950.
[3] For two reviews, see: (a) Olefin Metathesis: Theory and Practice (Ed.: K. Grela), John Wiley and Sons, Hoboken, 2014; (b) ; L. Benhamou, E. Chardon, G. Lavigne, S. Bellemin-Laponnaz, V. César, Chem. Rev. 2011, 111, 2705.
Expected Results
At least one class of efficient and robust pre-catalysts (<0.1 mol%) for highly stereoselective (Z:E ratio > 95/5) C=C bond formation in olefin Ring Closing Metathesis (RCM) and Cross Metathesis (CM) reactions, and with general applicability to functionalized substrates incorporating ester, alcohol, ether, amide groups… Technology transfer to industrial level planned through secondment in Tecnalia. The ESR will also acquire a strong background in synthetic chemistry and homogeneous catalysis.
Pawel Krzesinski
PhD student - ESR1
I obtained my Master of Science in Engineering degree at Warsaw University of Technology, with a specialization in Chemical Technology and Catalysis. I prepared my thesis at prof. Karol Grela laboratories, which concentrated on heterogeneous olefin metathesis. From October I will work in the ESR1 project of CCIMC network where I will develop new stable and highly Z-selective olefin metathesis catalysts.