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ACTIVITIES @ LIGHT-N-RING
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Tuesday, September 24th to Friday, September 27th, 2024.
• The 4th European Symposium on Chemical Bonding (CBOND2024)
• Amsterdam, Netherlands
• Poster by Gabrijel Zubčić, Tomislav Friganović, Luka Andrijanić,
Jiangyang You, Iva Džeba, Kristina Pavić, Tomislav Portada,
Erim Bešić, Valerije Vrček, Erim Bešić, and Davor Šakić
• Book of abstracts
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Wenesday, July 31st to Thursday, August 1st, 2024.
• ACS Publications Symposium: Catalysis for Organic Synthesis
• Vienna, Austria
• Poster by Gabrijel Zubčić, Kristina Pavić, Tomislav Portada, Jiangyang You,
Erim Bešić, Valerije Vrček, Erim Bešić, and Davor Šakić
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Monday, June 3rd to Friday, June 7th, 2024.
• Math/Chem/Comp 2024 - 35th
• Dubrovnik, Croatia
• Poster by Gabrijel Zubčić, Valerije Vrček, Viktor Pilepić, Davor Šakić and Erim Bešić
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Tuesday, September 19th to Friday, September 22nd, 2023.
• 19th European Symposium on Organic Reactivity (ESOR 2023)
• Amsterdam, Netherlands
• Presentation titled "Regioselectivity in the Hofmann–Löffler–Freytag Reaction:
A Computational Analysis of Rearrangement Reactions" by Davor Šakić
• Presentation titled "EPR and NMR Investigation of Hofmann–Löffler–Freytag
Reaction: Detection of N-centred Radical" by Gabrijel Zubčić
• Posters by Gabrijel Zubčić, Jiangyang You, Maria Kolympadi Marković, Fabian Zott,
Salavat Ashirbaev, Erim Bešić, Valerije Vrček, Hendrik Zipse, and Davor Šakić
• Book of abstracts ESOR 2023
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June to October, 2023.
• Lab relocation
• Zagreb, Croatia
• Due to reconstruction of main building in Ante Kovačića 1,
we have relocated to different locations
• Slavonska avenija 22D - offices and workstations
SFM-3000/Q, OLIS RSM 1000, computer cluster, and Form3
• Bijenička cesta 32 - Faculty of Science, Department of Physics
Bruker Elexsys E500 EPR (basement) and sample preparation lab (2nd floor)
• Bijenička cesta 46 - Institute of Physics
Varian INOVA 400 NMR
• Borongajska cesta 83H - Biocentre
Äkta FPLC chromatograph and CHI 600E potentiostat
• This has put a significant setback in the project plans.
Some locations are still being set up
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Tuesday, May 16th to Thursday, May 18th, 2023.
• group of prof.dr.sc. Hendrik Zipse
• Department of Chemistry, Ludwig-Maximilian University
• Munich, Germany
• Short research meeting discussing latest results and techniques
• Novel procedures for degassing and sample preparation
• visitor: Davor Šakić
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Wenesday, April 26th
• Science Festival 2023
• Zagreb, Croatia
• Workshop "Chemistry = change" by Kristina Pavić, Tin Weitner, Davor Šakić,
Andrea Čeri, Goran Poje, Lucija Bilandžija, Ana Penava, Gabrijel Zubčić i Erim Bešić
• Chemical demonstration for kids and general public
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Tuesday, March 28th to Thursday, March 30th, 2023.
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Tuesday, March 28th to Friday, March 31st, 2023.
• 28th Croatian Meeting of Chemists and Chemical Engineers (28HSKIKI)
• Rovinj, Croatia
• Poster (visualEPR) by Davor Šakić, Gabrijel Zubčić, Tin Weitner,
Jiangyang You, Victor Chechik, and Erim Bešić
• Poster (HLF & EPR) by Gabrijel Zubčić, Maria Kolympadi Marković,
Dean Marković, Tomislav Portada, Erim Bešić, and Davor Šakić
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Monday, February 6th to Tuesday, February 7th 2023.
• Seminar and work-meeting
• group of prof.dr.sc. Hendrik Zipse
• Department of Chemistry, Ludwig-Maximilian University
• Munich, Germany
• visitors: Gabrijel Zubčić and Davor Šakić
• Seminar by Davor Šakić
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Monday, January 2nd to Saturday, January 21st 2023.
• Research visit
• group of prof.dr.sc. Dean Marković
• Department of Biotechnology, University of Rijeka
• Rijeka, Croatia
• visitor: Gabrijel Zubčić
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Saturday, October 22nd, 2022.
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Wednesday, Spetember 28th to Saturday, October 1st, 2022.
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Saturday, September 24th, 2022.
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Tuesday, September 20th to Thursday, September 22nd, 2022.
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Friday, July 1st, 2022.
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Monday, June 14th, 2022.
• BIOLOGIC SFM-3000/Q Education
• Zagreb, Croatia
• Presenter: Jordan Mangue
• Trainees: Gabrijel Zubčić, Ana Karković Marković and Davor Šakić
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Monday, June 6th to Friday, June 10th, 2022.
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Tuesday, April 5th to Wednesday, April 6th, 2022.
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Thursday, February 24th to Friday, February 25th, 2022.
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Thursday, December 9th, 2021.
• Computer cluster Isabella:
GPU, containers and environments - online workshop
• Croatian Competence Centre for HPC
• UniZg University Computing Centre (SRCE)
• Zagreb, Croatia
• paticipation in online workshop (Gabrijel Zubčić)
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Wednesday, December 1st to Friday, December 3rd, 2021.
• Using the Isabella computer cluster - online workshop
• Croatian Competence Centre for HPC
• UniZg University Computing Centre (SRCE)
• Zagreb, Croatia
• paticipation in online workshop (Gabrijel Zubčić)
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Tuesday, November 30th, 2021.
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Monday, November 15th to Tuesday 23rd, 2021.
• Winter School Inovation Leaders in BioMed & Health
• EU Funded - eit Health
• UniZg Centre for Research, Development and Technology Transfer
• UniZg Faculty of Pharmacy and Biochemistry
• Zagreb, Croatia
• paticipation in online workshop (Gabrijel Zubčić)
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Monday, October 25th to Tuesday 26th, 2021.
• Educational Workshop - Improving menotring skills
• EU Funded project - PharmMedQ
• UniZg Faculty of Pharmacy and Biochemistry
• paticipation in online workshop (Davor Šakić)
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Tuesday, October 5th to Friday, October 8th, 2021.
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Thursday, September 30th, 2021.
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Tuesday, September 21st to Thursday, September 23rd, 2021.
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Wednesday, September 15th to Saturday, September 18th, 2021.
• Project meeting with prof. Zipse
• Zipse group alumni meeting
• Faculty of Chemistry and Pharmacy
• Ludwig-Maximilian University, Munich, Germany
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Thursday, May 6th, 2021.
• Project introduction
• PhD students meeting
• University of Zagreb, Faculty of Pharmacy and Biochemistry
• Presentation by Davor Šakić
• Presentation by Gabrijel Zubčić
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Friday, April 2nd, 2021.
• Gabrijel Zubčić, mag. appl. chem. employed as a junior researcher
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Monday, February 1st, 2021.
• Start of the LIGHT-N-RING project
WP 3: Electron withdrawing groups - tuning radical stability. (O3)
Unusual regioselectivity in the synthesis of piperidines was recently published by Muniz group. The authors contribute this switch to a change from the two step process (generation of an N-centered radical, a starting point in the intermolecular 1,5-HAT rearrangement producing a C-centered radical and subsequently a pyrrolidine product), to an one step intramolecular HAT reaction producing a C-centered radical. Discovery of the necessary conditions for a switch from intra- to intermolecular reactions is the goal of this part of the project, as this can be used to broaden the scope and applicability of amination reactions. Particular emphasis will be placed on the role of the oxidant that governs the synthesis of the labile N-halogen bond crucial for the subsequent generation of an N-centered radical.
N-halogen bonds (N-Cl, N-Br, and N-I) will be thoroughly tested on selected three samples to find optimal reaction conditions and energy sources (light, heat, oxidising agents) for the simplest way to generate the corresponding N-centred radical. Laser-flash photolysis will be used extensively here, as irradiation is most commonly used technique used in recent N-centre radical research. Radical trapping techniques will be used to detect N-radical formation via radical trapping using EPR tehniques. Characterisation of products will be done using NMR spectroscopy.
Deliverables
• D1. continued PhD studies with dissertation theme defense
• D2. report on synthesis optimization
• D3. visualEPR and trajectSCAN updates
• D4. scientific paper published
• D5. report on kinetic measurements
• D6. report on dissemination
WP 2: Switch governing regioselectivity of the reaction (O2)
A complete mechanistic picture of modern variants of HLF reactions that proceed through radical mechanisms will be defined computationally. Special emphasis will be given to understanding the factors that govern the regiospecificity of this type of reactions, namely why the 1,5-HAT pathway is favoured over the 1,6-HAT variant, even when 1,5-HAT reactions may lead to thermodynamically less stable products.
Modeling classic and modern HLF reaction variants is needed for further analysis of the influence of various factors. As mentioned in the introduction, BDE and RSE values are of great importance in the assessment of the thermodynamic driving force. At the very beginning of the project, the quantification of RSE values of N- and C-centered radicals found in the recently used HLF reactions will be explored. Expected results include 10 most commonly used N-atom-containing functional groups as fragments alongside the 10 most common C-centered radical fragments used in recent literature.
In special focus will be sulfonamide, (thio)amide, and (thio)carbamate derivatives, where the functional group is either between the N-atom and the target unfunctionalized C5/C6 moiety or outside it. Perhaps the switch between 1,5 and 1,6-HAT regioselectivity can be found in the different linkage moieties between the N-side molecule fragment and the C5/C6-side fragment of the molecule.
Deliverables
• D1. enrollment in PhD program and continued studies
• D2. report on synthesis optimization
• D3. RSE database created at the group web-site
• D4. scientific paper published
• D5. report on kinetic measurements
• D6. report on dissemination
WP 1: New research group established. Protocol development (O1)
After employment of the PhD student and acquiring new equipment, training and protocol development will commence. Among the first protocols that will be done are the protocols for the computational investigation of stationary points on the PES, with an adequate description of conformers using an economical and logical system of refining energies at better (computational more demanding) levels of theory. Next, a protocol for stopped-flow and rapid-quench procedures will be developed. Finally, a protocol for data acquisition, handling and reporting will be done and implemented.
Deliverables
• D1. employment of PhD student
• D2. web page of the project
• D3. report of the recent literature overview
• D4. protocol development for computational methodology
• D5. report on dissemination
• D6. protocol development for experimental methodology
• D7. report on training
• D8. report on preliminary quantum-chemical calculations
• 7. HRVATSKI KONGRES FARMACIJE s međunarodnim sudjelovanjem, 2024.
