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Projects / Programmes source: ARIS

Ligands bearing tzNHCs in Organometallic Chemistry and Homogeneous Catalysis: C–C and C–N Bond Formation in Water

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Research activity

Code Science Field Subfield
1.04.04  Natural sciences and mathematics  Chemistry  Organic chemistry 

Code Science Field
P395  Natural sciences and mathematics  Organometallic chemistry 

Code Science Field
1.04  Natural Sciences  Chemical sciences 
Keywords
Synthesis; catalysis; C-C, C-N bond formation; transition metal, organometallic compounds; green chemistry
Evaluation (rules)
source: COBISS
Evaluation of bibliographic research performance indicators according to ARIS methodology
Citations Citations for bibliographic records in COBIB.SI that are linked to records in citation databases
source: WoS source: Scopus source: COBISS
Researchers (6)
no. Code Name and surname Research area Role Period No. of publications
1.  31995  PhD Martin Gazvoda  Chemistry  Researcher  2017 - 2020  183 
2.  12315  PhD Ester Heath  Control and care of the environment  Researcher  2017 - 2020  603 
3.  27733  PhD Tina Kosjek  Control and care of the environment  Researcher  2017 - 2020  360 
4.  13822  PhD Janez Košmrlj  Chemistry  Head  2017 - 2020  531 
5.  33157  PhD Marko Krivec  Chemistry  Researcher  2017 - 2020  59 
6.  50711  PhD Mateja Mihelač  Chemistry  Researcher  2018 - 2020  27 
Organisations (2)
no. Code Research organisation City Registration number No. of publications
1.  0103  University of Ljubljana, Faculty of Chemistry and Chemical Technology  Ljubljana  1626990  23,066 
2.  0106  Jožef Stefan Institute  Ljubljana  5051606000  90,649 
Abstract
The primary goal of this project is to develop novel, robust, water soluble and thermally stable catalysts bearing Py-tzNHCs (see below) for several named palladium-catalysed cross-coupling reactions that will efficiently perform in air and in water, as well as in low loadings. The results of this project will have large impact on future development of sustainable industrial catalytic processes. We will develop novel transition metal complexes of pyridine functionalized 1,2,3-triazol-5-ylidene-N-heterocyclic carbene (Py-tzNHC) ligands that will be superior to the existing alternatives in sustainable and highly efficient homogeneous catalysis. Libraries of homologous and isomeric Py-tzNHC will be prepared and their coordination abilities to transition metals will be studied with the emphasis on palladium(II). In addition to the known bis-bidentate Pd(Py-tzNHC)2 coordination, previously reported by us, mono-bidentate coordination modes Pd(Py-tzNHC) and systems of type Pd(Py-tzNHC)x will be examined. The resulting products will be investigated for their catalytic activity in the Sonogashira, Heck, Suzuki-Miyaura, and Buchwald-Hartwig reactions. For each reaction the catalytic mechanism will be scrutinized experimentally and theoretically. This will be the first (systematic) investigation of palladium complexes with the pyridine tethered tzNHCs. It will provide deeper knowledge on structure-activity relation of this novel type of i-PEPPSI (internal pyridine-enhanced precatalyst preparation stabilization and initiation) complexes, which is essential to design a catalyst that can find broad industrial application in cross-coupling reactions. Our preliminary experimental work suggests that Pd(Py-tzNHC)x complexes will possess a superior stability toward air oxidation and hydrolysis, and will allow conducting several cross-coupling reactions in the presence of air and in water as the reaction solvent applying low catalyst loadings. Selected compounds under this investigation will be investigated for their anticancer and anti-microbial activity.
Significance for science
More than 90 % of industrial processes for preparing various materials for everyday use are based on catalysis. The increased demands of modern world for better technologies and advanced products require unrestrained progress in development of new and advanced catalytic systems. Within the framework of this project novel type of catalysts will be developed which will enable fundamental studies of catalytic and biological processes of organometallic complexes. Additionally, new knowledge and advances in the field of structural chemistry are expected. Modern interdisciplinary techniques for monitoring catalytic processes will allow insight into reaction mechanisms. The findings will lead to new, efficient and environmentally friendly catalytic systems.
Significance for the country
Basic scientific research is one of the driving forces in development of modern economy and society. Results of this project will serve as a basis for development of new technologies and products, especially in the field of pharmaceutical industry. The new and more efficient generation of catalysts will enable to perform demanding chemical transformations under environmentally and economically sustainable conditions. For example, using water as the only reaction solvent should provide viable alternative to conventionally used organic solvents in many industrial processes which should contribute to lesser environmental impact of the pharmaceutical and material industry.
Most important scientific results Interim report, final report
Most important socioeconomically and culturally relevant results Interim report, final report
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