20.500.12556/RUL-114498 Študija aerobne oksidacije dibenzotiofena in tiantrena z dušikovo kislino kot katalizatorjem v fluoriranih alkoholih Study of aerobic oxidation of dibenzothiophen and thianthren with nitric acid as catalyst in fluorinated alcohols Sulfoksidi in sulfoni ustvarjajo množico spojin, ki kažejo biološko aktivne lastnosti. Zato med farmacevtskimi spojinami najdemo veliko takih, ki vsebujejo sulfoksidno ali sulfonsko skupino. Z rastjo števila različnih žveplovih spojin pa raste tudi povpraševanje po različnih sinteznih poteh, med novejšimi pa lahko najdemo vedno več tako imenovanih zelenih poti sinteze, ki vsebujejo reaktante, ki niso obremenjujoči za okolje. V diplomskem delu sem raziskal selektivnost aerobne oksidacije aromatskih sulfidov z uporabo dušikovo(V) kislino, železovimi ioni kot katalizatorjev v fluoriranih alkoholih. Spreminjal sem vrsto in količino topila, katalizatorjev in temperaturo. Uspel sem izolirati želeni sulfoksid dibenzotiofena, dibenzo[b,d]tiofen 5-oksid, z 72% izkoristkom. Oksidacijo sem naredil tudi s substratom tiantrenom, kjer sem sulfoksid tiantren 5-oksid izoliral z 41% izkoristkom, hkrati pa je potekla tudi nadaljnja oksidacija predvsem do cis-tiantren 5,10-dioksida s 5,5% izkoristkom in trans-tiantren 5,10-dioksida s 30% izkoristkom. Sulfoxides and sulfones create a set of chemical compounds, that show biological activity. That is why we can find a lot of different pharmaceutical compounds that include either sulfoxide or sulfone group. As variety of different sulfur compounds grows everyday, there is also a growth in synthesis of such chemicals. We can find more and more different so called green routes of synthesis, which include reactants that present minimum burden to our living environment. In this undergraduate degree I studied selectivity of aerobic oxidation of aromatic sulfides with usage of nitric(V) acid and iron ions as catalysts in fluorinated alcohols. I varied solvents and their amounts, temperature and catalysts and its quantity. I succeded to obtain the wanted sulfoxide of dibenzotiophene, dibenzo[b,d]tiophene 5-oxide with a yield of 72%. Same oxidation method was also applied on thianthren which sulfoxides were isolated. Thianthren 5-oxide with a 41% yield and two thianthren dioxides cis-thianthren 5,10-dioxide with a 5,5% yield and trans-thianthren 5,10-dioxide with a 30% yield. sulfoksid aerobna oksidacija kataliza zelena kemija dušikova(V) kislina sulfoxide aerobic oxidation catalysis green chemistry nitric(V) acid true false false Slovenski jezik Angleški jezik Diplomsko delo/naloga 2020-03-03 12:00:01 2020-03-03 12:00:05 2022-08-26 03:50:52 0000-00-00 00:00:00 2020 0 0 0000-00-00 NiDoloceno NiDoloceno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 6332 1538541763 Corn_Matej_-_Studija_aerobne_oksidacije_dibenzotiofena_in_tiantrena_z_dusikovo_kislino_kot_katal.pdf Corn_Matej_-_Studija_aerobne_oksidacije_dibenzotiofena_in_tiantrena_z_dusikovo_kislino_kot_katal.pdf 1 1C2ABF247F64577F6F20A947E6E8D17A 1b2ec37cc79bfa62d80064f3c97ad353671a39375c98f3c4ad96da3dcb34ebd5 3b764f7d-a1b8-11eb-a523-00155dcfd717 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=126704 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0