PROJEKT MacroSol

IP-2019-04-9560

Trajanje:

1. 2. 2020. – 31. 1. 2024.

 

Financiranje / Funding

HRVATSKA ZAKLADA ZA ZNANOST / CROATIAN SCIENCE FOUNDATION

 

 

VODITELJ PROJEKTA / PRINCIPAL INVESTIGATOR: prof. dr. sc. Vladislav Tomišić

 

INSTITUCIJE KOJE SUDJELUJU U PROJEKTU / INSTITUTIONS

Prirodoslovno-matematički fakultet, Sveučilište u Zagrebu

Kemijsko-tehnološki fakultet, Sveučiliste u Splitu

Kemijski odsjek, Sveučilište u Milanu

 

Faculty of Science, University of Zagreb

Faculty of Chemistry and Technology, University of Split

Department of Chemistry, University of Milan

 

NAZIV PROJEKTA / PROJECT TITLE

Koordinacijske reakcije makrocikličkih liganada u otopini

Coordination Reactions of Macrocyclic Ligands in Solution

 

SAŽETAK / ABSTRACT

Od samih početaka supramolekulske kemije, istraživanja makrocikličkih spojeva od posebne su važnosti za njezin razvoj. Naime, takvi spojevi često tvore izrazito stabilne komplekse te su ponekad izrazito selektivni prema određenoj kemijskoj vrsti, što je posljedica njihovog dobro definiranog i relativno rigidnog veznog mjesta. Projekt MacroSol fokusirat će se na dizajn i pripravu različitih makrocikličkih liganada (kaliksarena, kukurbiturila, ciklodekstrina i ciklopeptida) i opširno fizikalno-kemijsko istraživanje njihovog potencijala kao receptora kationa, aniona i neutralnih vrsta. Pri tome će naglasak biti stavljen na fluorescentne receptore te one topljive u vodi, kao i na proučavanje reakcija kompleksiranja koje su posljedica solvofobnih interakcija. Termodinamika koordinacijskih reakcija istražit će se brojnim eksperimentalnim metodama, kao što su mikrokalorimetrija, spektrofotometrija, spektroskopija NMR, spektrofluorimetrija, potenciometrija i konduktometrija. Važan cilj projekta jest razumijevanje utjecaja solvatacije na promatrane ravnoteže, zbog čega će se reakcije kompleksiranja proučavati u više različitih otapala. Taj će se aspekt dodatno istražiti određivanjem termodinamičkih funkcija otapanja istraživanih liganada i kompleksa te njihovog transfera iz jednog otapala u drugo. Uvid u strukturne karakteristike liganada i kompleksa dobit će se na temelju rezultata eksperimenata NMR,  a odredit će se i odgovarajuće kristalne strukture pomoću rentgenske difrakcije na jediničnim kristalima. Metode računalne kemije (DFT, MD) upotrijebit će se da bi se istražile strukture receptora i konformacijske promjene do kojih dolazi uslijed kompleksiranja iona i stvaranja inkluzijskih kompleksa. Te će tehnike također pripomoći interpretaciji eksperimentalnih rezultata.  Očekuje se da će saznanja proizašla iz istraživanja predloženih u okviru projekta pružiti detaljan uvid u povezanost receptorskih svojstava i strukturnih karakteristika makrocikala,  što će omogućiti daljnji razvoj spojeva koji mogu učinkovito i selektivno vezati ione i neutralne vrste.

Since the beginning of the research in the field of supramolecular chemistry, macrocycles have received great attention and played a key role in its development. That has been due to their capacity to form well-defined binding sites, from which the high affinity towards particular chemical species and the corresponding peak selectivity originate. The MacroSol project will focus on the design and preparation of diverse macrocyclic hosts (calixarenes, cucurbiturils, cyclodextrins, and cyclopeptides) and comprehensive physicochemical studies of their potential as coordinating agents for different charged and neutral species. Particular emphasis will be placed on fluorescent receptors, as well as water-soluble ones, and on the solvophobically driven complexation reactions. Thermodynamics of coordination reactions will be studied by a number of experimental techniques, namely ITC, UV-Vis and NMR spectroscopies, spectrofluorimetry, potentiometry, and conductometry. An important aim of the project, i.e. the understanding of the solvent effects on the studied processes, will be achieved by investigating the thermodynamics of complexation reactions in different media. This subject will be additionally explored by the determination of solution and transfer thermodynamic functions of the receptors and their complexes. An insight into the structural characteristics of the ligands and complexes will be gained by means of NMR spectroscopy and crystal structure determination by X-ray diffraction. Molecular dynamics simulations and DFT calculations will also be used to explore structures of the studied compounds and conformational changes taking place upon ion binding and formation of inclusion complexes. The computational techniques will also aid the interpretation of the results obtained experimentally. It is expected that the information gathered in the course of a project implementation will significantly contribute to a better understanding of the structure-reactivity relationships, which could be of great importance in targeted design of the compounds capable of efficient and selective binding of ions and neutral species.

 

PROJEKTNI TIM / PROJECT TEAM

 

PMF, Sveučilište u Zagrebu / Faculty of Science, University of Zagreb: Branimir BertošaNikola BregovićNikola Cindro, Marija CvetnićGordan Horvat, Matija ModrušanKatarina Leko, Katarina Pičuljan, Josip PožarVladislav Tomišić, Andrea Usenik

KTF, Sveučiliste u Splitu / Faculty of Chemistry and Technology, University of Split: Renato TomašMarina Tranfić Bakić

Odjel za kemiju, Sveučilište u Milanu / Department of Chemistry, University of Milan: Giovanna Speranza

 

PUBLIKACIJE / PUBLICATIONS

  1. K. Leko, M. Hanževački, Z. Brkljača, K. Pičuljan, R. Ribić, J. Požar, Solvophobically Driven Complexation of Adamantyl Mannoside with β‐Cyclodextrin in Water and Structured Organic Solvents // Chemistry : a European Journal 26 (2020), 23; 5208−5219.
    (rad istaknut na naslovnici časopisa)
  2. N. Vidović, G. Horvat, D. Riva, T. Rinkovec, N. Cindro, V. Tomišić, G. Speranza, Chloride-Assisted Peptide Macrocyclization // Organic Letters 22 (2020), 6; 2129−2134.
  3. D. Barišić, N. Cindro, N. Vidović, N. Bregović, V. Tomišić, Protonation and anion-binding properties of aromatic sulfonylurea derivatives // RSC Advances 11 (2021) 23992−24000.
  4. G. Horvat, S. Tarana, N. Vidović, N. Cindro, G. Speranza, V. Tomišić, Thermodynamic and MD studies of anion complexation by cyclopentaleucine in acetonitrile and dimethyl sulfoxide // Journal of Molecular Liquids 340 (2021) 116848.
  5. J. Požar, M. Cvetnić, A. Usenik, N. Cindro, G. Horvat, K. Leko, M. Modrušan, V. Tomišić, The Role of Triazole and Glucose Moieties in Alkali Metal Cation Complexation by Lower-Rim Tertiary-Amide Calix[4]arene Derivatives // Molecules 27 (2022) 470.
  6. D. Barišić, F. Lešić, M. Tireli Vlašić, K. Užarević, N. Bregović, V. Tomišić, Anion binding by receptors containing NH donating groups - What do anions prefer? // Tetrahedron 120 (2022) 132875.
  7. M. Alešković, S. Roca, R. Jozepović, N. Bregović, M. Šekutor, Unravelling Binding Effects in Cyclodextrin Inclusion Complexes with Diamondoid Ammonium Salt Guests // New Journal of Chemistry 46 (2022) 13406−13414.
    (rad istaknut na naslovnici časopisa)
  8. I. Petters, M. Modrušan, N. Vidović, I. Crnolatac, N. Cindro, I. Piantanida, G. Speranza, G. Horvat, V. Tomišić, Anion-Sensing Properties of Cyclopentaphenylalanine // Molecules 27 (2022) 3918.

KONFERENCIJE / CONFERENCES

  1. Usenik, Andrea; Leko, Katarina; Hanževački, Marko; Pičuljan, Katarina, Petrović Peroković, Vesna; Car, Željka; Ribić, Rosana; Požar, Josip.
    Melting Down the Iceberg Model: Hydrophobic Cavities and (Sweetened) AlcoholsAdriatic NMR Conference, 22.−24.09.2020., Peroj, Hrvatska.
    POZVANO PREDAVANJE
  2. Modrušan, Matija; Cindro, Nikola; Leko, Katarina; Tomišić, Vladislav.
    Synthesis of phenanthridine-based calix[4]arene glycoconjugate and physicochemical characterization of its complexation reactions with alkali metal cationsAdriatic NMR Conference, 22.−24.09.2020., Peroj, Hrvatska.
  3. Alešković, Marija; Jozepović, Ruža; Roca, Sunčica; Bregović, Nikola; Šekutor, Marina.
    Synthesis and Binding of Permethylated Diamondoid Ammonium SaltsAdriatic NMR Conference, 22.−24.09.2020., Peroj, Hrvatska.
    POZVANO PREDAVANJE
  4. Usenik, Andrea; Leko, Katarina; Hanževački, Marko; Pičuljan, Katarina, Petrović Peroković, Vesna; Car, Željka; Požar, Josip.
    From Icebergs to Geysers: The Story behind Hydrophobic Effect5th Faculty of Science PhD Student Symposium, 24.−25.04.2021., Zagreb, Hrvatska.
    PREDAVANJE
  5. Požar, Josip; Cvetnić, Marija; Cindro, Nikola; Usenik, Andrea; Leko, Katarina; Modrušan, Matija; Tomišić, Vladislav.
    Alkali-metal cation coordination to calix[4]arenes containing triazole functionalities6th Central and Eastern European Conference on Thermal Analysis and Calorimetry & 15th Mediterranean Conference on Calorimetry and Thermal Analysis, 20.−24.07.2021., Split, Hrvatska.
    PREDAVANJE 
  6. Bregović, Nikola; Barišić, Dajana; Cindro, Nikola; Vidović, Nikolina; Užarević, Krunoslav; Tireli, Martina; Lešić, Filip; Tomišić, Vladislav.
    Receptors Based on Sulfonylurea and Amide Functional Groups - Newcomers and Veterans in Anion-coordination Chemistry, Adriatic NMR Conference, 13.−15.09.2021., Primošten, Hrvatska.
    POZVANO PREDAVANJE
  7. Leko, Katarina; Usenik, Andrea; Babić, Tea; Modrušan, Matija; Požar, Josip; Tomišić, Vladislav.
    Fluorescent Phenanthridine-based Calix[4]arene Derivatives: Synthesis and Thermodynamics of Complexation Reactions with Metal CationsAdriatic NMR Conference, 13.−15.09.2021., Primošten, Hrvatska.
    PREDAVANJE
  8. Usenik, Andrea; Markuš, Iva; Pičuljan, Katarina; Alešković, Marija; Šekutor, Marina; Požar, Josip.
    Diamantanes are a Hydrophobic Cavity's Best Friend: The Role of Solvent Structuring in Complex StabilityAdriatic NMR Conference, 13.−15.09.2021., Primošten, Hrvatska
  9. Usenik, Andrea; Poljanić, Leon; Radonić, Doroteja; Pičuljan, Katarina; Car, Željka; Petrović Peroković, Andrea; Požar, Josip.
    Exploring the Bright Side of Hydrophobically Driven Complexation: The Bitter Synthesis of Sweet Fluorescent Amphiphiles, Adriatic NMR Conference, 13.−15.09.2021., Primošten, Hrvatska.
  10. Cvetnić, Marija; Cindro, Nikola; Bregović, Nikola; Tomišić, Vladislav.
    Exploring Protonation Properties of Calix[4]arenes bearing Urea Moieties and their Affinities towards Anions in Acetonitrile, Adriatic NMR Conference, 13.−15.09.2021., Primošten, Hrvatska
  11. Modrušan, Matija; Divjak, Toni; Vidović, Nikolina; Cindro, Nikola; Speranza, Giovanna; Horvat, Gordan; Tomišić, Vladislav.
    Thermodynamic and Structural Studies of Anion Binding by Linear Penta-homopeptides, Adriatic NMR Conference, 13.−15.09.2021., Primošten, Hrvatska
  12. Požar, Josip.
    THE SOLVENT EFFECT ON THE HOST-GUEST COMPLEXATION EQUILIBRIA; THE GOOD AND THE BAD, 27th Croatian Meeting of Chemists and Chemical Engineers, 5.−8.10.2021., Veli Lošinj, Hrvatska
    POZVANO PREDAVANJE
  13. Usenik, Andrea; Poljanić, Leon; Radonić, Doroteja; Pičuljan, Katarina; Car, Željka; Petrović Peroković, Vesna; Požar, Josip.
    SHINING A LIGHT ON HYDROPHOBICALLY DRIVEN COMPLEXATION: THE BITTERSWEET STORY BEHIND FLUORESCENT MANNOCONJUGATES, 27th Croatian Meeting of Chemists and Chemical Engineers, 5.−8.10.2021., Veli Lošinj, Hrvatska
    PREDAVANJE
  14. Horvat, Gordan.
    SIMULTANEOUS REGRESSION ANALYSIS OF TITRATION DANA OBTAINED BY SEVERAL ANALYTICAL METHODS27th Croatian Meeting of Chemists and Chemical Engineers, 5.−8.10.2021., Veli Lošinj, Hrvatska.
  15. Horvat, Gordan; Petters, Ivan; Jakuš, Ivana; Vidović, Nikolina; Cindro, Nikola; Speranza, Giovanna; Tomišić, Vladislav.
    ANION BINDING PROPERTIES OF TWO PENTAMERIC HOMOCYCLOPEPTIDES IN ACETONITRILE AND METHANOL27th Croatian Meeting of Chemists and Chemical Engineers, 5.−8.10.2021., Veli Lošinj, Hrvatska.
  16. Modrušan, Matija; Tomaš, Renato; Glazer, Lucija; Cindro, Nikola; Leko, Katarina; Tomišić, Vladislav.
    THERMODYNAMICS OF COMPLEXATION OF ALKALI AND ALKALINE EARTH METAL CATIONS BY A PHENANTHRIDINE-BASED CALIX[4]ARENE GLYCOCONJUGATE27th Croatian Meeting of Chemists and Chemical Engineers, 5.−8.10.2021., Veli Lošinj, Hrvatska.
  17. Modrušan, Matija; Divjak, Toni; Vidović, Nikolina; Cindro, Nikola; Speranza, Giovanna; Horvat, Gordan; Tomišić, Vladislav.
    ANION BINDING AFFINITIES OF LINEAR PENTA-HOMOPEPTIDES IN SOLUTION27th Croatian Meeting of Chemists and Chemical Engineers, 5.−8.10.2021., Veli Lošinj, Hrvatska.
  18. Markuš, Iva; Usenik, Andrea; Pičuljan, Katarina; Alešković, Marija; Šekutor, Marina; Požar, Josip.
    DIAMANTANE ALCOHOLS AND HYDROPHOBIC CAVITIES: THE PERFECT PAIR ALSO IN NON-AQUEOUS SOLUTION?27th Croatian Meeting of Chemists and Chemical Engineers, 5.−8.10.2021., Veli Lošinj, Hrvatska.
  19. Cvetnić, Marija; Cindro, Nikola; Bregović, Nikola; Tomišić, Vladislav.
    CALIX[4]ARENES BEARING UREA MOIETIES - INVESTIGATION OF SUPRAMOLECULAR BEHAVIOUR27th Croatian Meeting of Chemists and Chemical Engineers, 5.−8.10.2021., Veli Lošinj, Hrvatska.
  20. Leko, Katarina; Usenik, Andrea; Vianello, Robert; Hok, Lucija; Tomišić, Vladislav.
    THERMODYNAMIC AND STRUCTURAL STUDIES OF COMPLEXATION REACTIONS OF PHENANTHRIDINE-BASED CALIX[4]ARENE DERIVATIVE WITH ALKALINE EARTH METAL CATIONS27th Croatian Meeting of Chemists and Chemical Engineers, 5.−8.10.2021., Veli Lošinj, Hrvatska.
  21. Babić, Tea; Leko, Katarina; Usenik, Andrea; Modrušan, Matija; Jakupec, Nikola; Uran, Erik; Tomišić, Vladislav.
    COMPLEXATION OF TRANSITION METAL CATIONS BY A LOWER-RIM PHENANTHRIDINE CALIX[4]ARENE DERIVATIVES27th Croatian Meeting of Chemists and Chemical Engineers, 5.−8.10.2021., Veli Lošinj, Hrvatska.
  22. Alešković, Marija; Roca, Sunčica; Bregović, Nikola; Šekutor, Marina.
    Supramolecular Chemistry of Diamondoid Ammonium Salts, IV Symposium on Supramolecular Chemistry, 10.12.2021., Zagreb, Hrvatska.
    PREDAVANJE
  23. Usenik, Andrea.
    Hydrophobic Effect and BeyondIV Symposium on Supramolecular Chemistry, 10.12.2021., Zagreb, Hrvatska.
    PREDAVANJE
  24. Babić, Tea; Topić, Magda; Poljanić, Leon; Usenik, Andrea; Požar, Josip.
    (A) Romantic Relationship Between Hydrophobic Cavities and Aromatic AlcoholsIV Symposium on Supramolecular Chemistry, 10.12.2021., Zagreb, Hrvatska.
  25. Markuš, Iva; Usenik, Andrea; Pičuljan, Katarina; Alešković, Marija; Šekutor, Marina; Požar, Josip.
    Diamantane Alcohols and Hydrophobic Cavities: The (not so) Perfect Match in Water and Structured Organic SolventsIV Symposium on Supramolecular Chemistry, 10.12.2021., Zagreb, Hrvatska.
  26. Petters, Ivan; Modrušan, Matija; Vidović, Nikolina; Speranza, Giovanna; Cindro, Nikola; Horvat, Gordan; Tomišić, Vladislav.
    CYCLOPENTAPHENYLALANINE AS A FLUORESCENT ANION SENSOR IN SOLUTIONIV Symposium on Supramolecular Chemistry, 10.12.2021., Zagreb, Hrvatska.
  27. Babić, Tea; Usenik, Andrea; Požar, Josip.
    WHEN HYDROPHOBIC CAVITIES MEET BENZENE DERIVATIVESXIV. susret mladih kemijskih inženjera, 24.−25.2.2022., Zagreb, Hrvatska.
  28. Markuš, Iva; Usenik, Andrea; Alešković, Marija; Šekutor, Marina; Požar, Josip.
    HYDROPHOBIC CAVITIES AND DIAMANTANESXIV. susret mladih kemijskih inženjera, 24.−25.2.2022., Zagreb, Hrvatska.
  29. Topić, Magda; Poljanić, Leon; Usenik, Andrea; Požar, Josip.
    HYDROPHOBIC EFFECT - COMPARISON OF AROMATIC AND ALIPHATIC ALCOHOLSXIV. susret mladih kemijskih inženjera, 24.−25.2.2022., Zagreb, Hrvatska.
  30. Usenik, Andrea.
    H2O vs. D2O: THERMODYNAMICS BEYOND NMRMagnetic Moments in Central Europe 2022, 1.−4.6.2022., Primošten, Hrvatska
    POZVANO PREDAVANJE
  31. Babić, Tea; Usenik, Andrea; Pičuljan, Katarina; Bedeković, Nikola, Požar, Josip.
    UNDERSTANDING THE ATTRACTION BETWEEN HYDROPHOBIC CAVITIES AND BENZENE DERIVATIVESMagnetic Moments in Central Europe 2022, 1.−4.6.2022., Primošten, Hrvatska
  32. Modrušan, Matija; Otmačić, Lucija; Glazer, Lucija; Vidović, Nikolina; Cindro, Nikola; Speranza, Giovanna; Horvat, Gordan; Tomišić, Vladislav.
    ANION BINDING BY LINEAR PENTA–HOMOPEPTIDES COMPRISED OF AMINO ACIDS WITH NONPOLAR SIDE CHAINSMagnetic Moments in Central Europe 2022, 1.−4.6.2022., Primošten, Hrvatska
  33. Usenik, Andrea; Leko, Katarina; Petrović Peroković, Vesna; Car, Željka; Ribić, Rosana; Pičuljan, Katarina; Hanževački, Marko; Požar, Josip.
    THE THERMODYNAMICS OF HYDROPHOBICALY DRIVEN INCLUSION; β-CYCLODEXTRIN VS. CUCURBIT[7]URILMagnetic Moments in Central Europe 2022, 1.−4.6.2022., Primošten, Hrvatska
  34. Ernečić, Amalija; Roca, Sunčica; Bregović, Nikola; Lazarenko, Viktoriia; Šekutor, Marina; Alešković, Marija.
    ADAMANTANE AMMONIUM SALTS AS GUESTS FOR THE CYCLODEXTRIN HOST: SOMETHING OLD, SOMETHING NEWMagnetic Moments in Central Europe 2022, 1.−4.6.2022., Primošten, Hrvatska
  35. Roca, Sunčica; Ernečić, Amalija; Višić, Nikolina; Alešković, Marija; Bregović, Nikola; Šekutor, Marina.
    EXPLORING STRUCTURAL AND THERMODYNAMIC PROPERTIES OF VARIOUS DIAMANTANE AMINE–CYCLODEXTRIN COMPLEXESMagnetic Moments in Central Europe 2022, 1.−4.6.2022., Primošten, Hrvatska
  36. Modrušan, Matija.
    The binding of anions on linear and cyclic homopeptidesBioExcel Summer School on Biomolecular Simulations 2022, 12.-17.6.2022., Pula, Italija
  37. Usenik, Andrea.
    THE CHALLENGES BEHIND SOLUTIONS: AN INSIGHT FROM VARIOUS VIEWPOINTS OF SUPRAMOLECULAR PHYSICAL CHEMISTSMini-simpozij Hrvatskog kemijskog društva Rijeka 2022., 4.7.2022., Rijeka, Hrvatska
    POZVANO PREDAVANJE
  38. Cvetnić, Marija; Bregović, Nikola; Cindro, Nikola; Tomišić, Vladislav.
    Shaking Ureido and Carboxylic Hands – Calixarenes Uniting, Calix 2022, 10.−14.7.2022., New Orleans, SAD

DIPLOMSKI RADOVI / DIPLOMA OR MASTER THESES

  1. Doroteja Lončarić
    Sinteza i fizikalno-kemijska karakterizacija bis-fosfatnih estera
    (10. 07. 2020., voditelj/supervisor: Nikola Bregović)
    Synthesis and physico-chemical characterisation of bis-phosphate esters
  2. Matija Modrušan
    Sinteza fenantridinskog glikokonjugata kaliks[4]arena i fizikalno-kemijska karakterizacija njegovih reakcija kompleksiranja kationa alkalijskih metala
    (30. 09. 2020., voditelji/supervisors: Nikola Cindro, Vladislav Tomišić)
    Synthesis of phenanthridine-based calix[4]arene glycoconjugate and physicochemical characterization of its complexation reactions with alkali metal cations
  3. Slavica Petrović
    Termodinamika kompleksiranja zemnoalkalijskih kationa s ketonskim derivatom kaliks[4]arena
    (30. 09. 2020., voditelji/supervisors: Josip Požar, Draginja Mrvoš-Sermek)
    Thermodynamics of alkaline-earth metal cation complexation with calix[4]arene ketone derivative
  4. Doroteja Radonić
    Priprava policikličkih manokonjugata i njihovo kompleksiranje s β-ciklodekstrinom
    (19. 02. 2021., voditelji/supervisors: Vesna Petrović Peroković, Željka Car)
    Synthesis of polycyclic mannoconjugates and their complexation with β-cyclodextrin
  5. Ivan Petters
    Termodinamičko i strukturno istraživanje kompleksiranja ciklopentafenilalanina s anionima u otopini
    (14. 07. 2022., voditelj/supervisor: Gordan Horvat)
    Thermodynamic and structural studies on the complexation of cyclopentaphenylalanine with anions in solution

 

NAGRADE I PRIZNANJA / AWARDS

  1. Matija Modrušan
    Termodinamika kompleksiranja alkalijskih i zemnoalkalijskih kationa s ketonskim derivatom kaliksarena
    (16. 10. 2020., voditelj: Josip Požar)
    Thermodynamics of alkali and alkaline-earth cation complexation with calix[4]arene ketone derivative
    REKTOROVA NAGRADA / RECTOR'S AWARD
  2. Babić, Tea; Topić, Magda; Poljanić, Leon; Usenik, Andrea; Požar, Josip.
    (A) Romantic Relationship Between Hydrophobic Cavities and Aromatic Alcohols, IV Symposium on Supramolecular Chemistry, 10.12.2021., Zagreb, Hrvatska.
    NAGRADA ZA NAJBOLJI POSTER / BEST POSTER PRIZE
  3. Topić, Magda; Poljanić, Leon; Usenik, Andrea; Požar, Josip.
    HYDROPHOBIC EFFECT - COMPARISON OF AROMATIC AND ALIPHATIC ALCOHOLSXIV. susret mladih kemijskih inženjera, 24.−25.2.2022., Zagreb, Hrvatska.
    2. NAGRADA ZA NAJBOLJI POSTER / 2nd BEST POSTER PRIZE
  4. Babić, Tea; Usenik, Andrea; Pičuljan, Katarina; Bedeković, Nikola, Požar, Josip.
    UNDERSTANDING THE ATTRACTION BETWEEN HYDROPHOBIC CAVITIES AND BENZENE DERIVATIVESMagnetic Moments in Central Europe 2022, 1.−4.6.2022., Primošten, Hrvatska
    NAGRADA ZA NAJBOLJI POSTER / BEST POSTER PRIZE