Supramolekulaarse keemia uurimisrühm
Uurimisrühma juht
Seotud struktuuriüksus
TalTech prioriteetne teadussuund
Ülevaade
Supramolekulaarse keemia uurimisrühm tegeleb uute käeliste uureapõhiste molekulaarsete mahutite arendamisega. Tegeleme efektiivsete ja keskkonnasõbralike sünteesimeetodite välja töötamisega, kasutades muuhulgas mehhanokeemiat. Uurime molekulide ja supramolekulaarsete kompleksite struktuure ning molekulidevaheli vastasmõjusid. Keskendume kukurbituriilide perekonda kuuluvatele makrotsüklitele – hemikukurbituriilidele, ning nende kompleksidele. Eriti huvitume heade optiliste omadustega porpfüriinide kompleksitest ning nende rakendamisest supramolekulaarsetes süsteemides. Uurime kiraalse induktsiooni teket ning supramolekulaarsete komplesite spektroskoopilisi iseärasusi. Nii saame valmistada adaptiivseid sensoreid ning välisstiimulitele reageerivaid ise-organiseeruvaid molekulide süsteeme. Uute molekulaarsete mahutite disaini abil on võimalik välja töötada uusi rakendusi nii materjali- ja keskkonnateaduses, kui ka toidu-, farmaatsia- ning põllumajandustööstusele. Uurimisrühm panustab uute tehnoloogiate välja töötamisse üleeuroopalises teadlaste ja ettevõtjate konsortsiumites: https://www.project-initio.eu/ ja COST MechSustInd.
Uurimisrühma liige
Klassifikaator (Frascati)
Võtmesõna
supramolekulaarsed retseptorid
roheline keemia
kukurbituriilid
kemosensorid
kiraalsus
orgaaniliste ühendite analüüs
monokristall röntgen difraktsioonanalüüs
spektroskoopia
UV-vis
FS
CD
VCD
Seotud projektid
Tähtsamad tulemused
2023. aasta silmapaistvaim publikatsioon ilmus mõjukas keemiaajakirjas, Angewandte Chemie International Edition, kus näidati, et süsinik-süsinik sidet saab väga reaktiivsete metallide juuresolekul tekitada ka vähese energiakuluga, toatemperatuuril ning tahkes faasis. See teadusuudis leidis ära märkimist „kuuma artikli“ tiitliga ning illustreeriti ajakirja kaanepildil.EL tulevaste siirdetehnoloogiate arendamise projektis (H2020 FET-OPEN, INnovative chemIcal sensors for enanTioselective detectIon of chiral pOllutants) leidsid TTÜs väljatöötatud hemikukurbituriilid rakendust saasteainete tuvastamisel ja elektroonilistes ninades. Projekti tulemusena anti sisse ka patentse leiutise taotlus (EP23181344.5).
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https://doi.org/10.1021/acs.joc.8b02507 - Ermolovich, Y., Barysevich, M., Adamson, J., Rogova, O., Kaabel, S., Järving, I.,Gathergood, N., Kananovich, D. G. Site-selective and stereoselective C–H functionalization of N-Cyclopropylamides via a directed remote metalation strategy // Organic letters (2019) vol. 21, 4, p. 969-973 : ill.
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https://doi.org/10.1021/acs.orglett.9b03305 - Adamson, J., Nazarski, R. B., Jarvet, J. Pehk, T., Aav, R. Shortfall of B3LYP in reproducing NMR JCH couplings in some isomeric epoxy structures with strong stereoelectronic effects : a benchmark study on DFT functionals // ChemPhysChem (2018) vol. 19, 5, p. 631-642 : ill.
https://doi.org/10.1002/cphc.201701125 - Kaabel, S., Aav, R. Templating effects in the dynamic chemistry of Cucurbiturils and Hemicucurbiturils // Israel journal of chemistry (2018) vol. 58, 3/4, p. 296−313 : ill.
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https://doi.org/10.1039/c9cc07150d - Bettini, S., Pagano, R., Borovkov, V., Giancane, G., Valli, L. The role of the central metal ion of ethane-bridged bis-porphyrins in histidine sensing // Journal of colloid and interface science (2019) vol. 533, p. 762-770 : ill.
https://doi.org/10.1016/j.jcis.2018.08.116 - Peterson, A., Kaasik, M., Metsala, A., Järving, I., Adamson, J., Kanger, T. Tunable chiral triazole-based halogen bond donors : assessment of donor strength in solution with nitrogen-containing acceptors // RSC advances (2019) vol. 9, 21, p. 11718–11721 : ill.
https://doi.org/10.1039/c9ra01692a - Kaasik, M., Kaabel, S., Kriis, K., Järving, I., Kanger, T. Synthesis of chiral triazole-based halogen bond donors // Synthesis (2019) vol. 51, 10, p. 2128-2135 : ill.
https://doi.org/10.1055/s-0037-1610864 - Mamardashvili, G., Maltceva, O., Lazovskiy, D., Khodov, I., Borovkov, V. et al. Medium viscosity effect on fluorescent properties of Sn(IV)-tetra(4-sulfonatophenyl)porphyrin complexes in buffer solutions // Journal of molecular liquids (2019) vol. 277, p. 1047-1053 : ill.
https://doi.org/10.1016/j.molliq.2018.12.118 - Kaabel, S., Stein, R. S., Fomitšenko, M., Järving, I., Frišcic, T, Aav, R. Size-control by anion templating in mechanochemical synthesis of hemicucurbiturils in the solid state // Angewandte Chemie international edition (2019) vol. 58, 19, p. 6230-6234 : ill.
https://doi.org/10.1002/anie.201813431 - Matt, L., Parve, J., Parve, O., Pehk, T., Liblikas, I., Vares, L., Jannasch, P. et al. Enzymatic synthesis and polymerization of isosorbide-based monomethacrylates for high-Tg plastics // ACS sustainable chemistry & engineering (2018) vol. 6, 12, p. 17382-17390.
https://doi.org/10.1021/acssuschemeng.8b05074 - Hasan, M., Borovkov, V. Helicene-based chiral auxiliaries and chirogenesis // Symmetry (2018) vol. 10, 1, 48 p. : ill.
https://doi.org/10.3390/sym10010010 - Kaasik, M., Metsala, A., Kaabel, S., Kriis, K., Järving, I., Kanger, T. Halo-1,2,3-triazolium salts as halogen bond donors for the activation of imines in dihydropyridinone synthesis // Journal of organic chemistry (2019) vol. 84, 7, p. 4294–4303 : ill.
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