20.500.12556/RUL-131566 Sinteza in pretvorbe izbranih substituiranih alkinov Synthesis and conversions of selected substituted alkynes V sklopu magistrske naloge sem preko tristopenjske sinteze pripravil trideset vmesnih 1,3-eninov in osemnajst končnih fluoro hidroksiliranih in fluoro alkoksiliranih produktov, ki so bili v tekočem ali trdnem agregatnem stanju. Prva stopnja je bila sinteza različno substituiranih propargilnih alkoholov, te reakcije sem izvedel brez uporabe topil, ki sem jih v nadaljevanju z eliminacijo vode pretvoril v 1,3-enine. Ti vsebujejo dve konjugirani π-vezi, dvojno in trojno, zato nas je, poleg vpliva različnih funkcionalnih skupin, zanimal tudi njun vpliv na nadaljnje pretvorbe s Selectfluor™. Selectfluor™ je komercialno dostopen reagent za selektivno uvedbo fluorovega atoma, ki je hkrati tudi relativno močan oksidant. V primeru poteka reakcije v acetonitrilu v kombinaciji z vodo kot nukleofilom, so nastali adicijski fluoro hidroksi derivati, zato sem študiral tudi uporabo drugih nukleofilov, alkoholov, in sintetiziral nekatere fluoro alkoksidne produkte. In my master's thesis, I have synthesized thirty intermediate 1,3-enynes and eighteen final fluoro-hydroxy and fluoro-alkoxy products in liquid or solid state through a three-stage synthesis. The first stage was the synthesis of variously substituted propargyl alcohols under solvent-free conditions, which I later converted to 1,3-enynes by elimination. These contain two conjugated π-bonds, a double and a triple bond, so in addition to the influence of various functional groups, I was interested in their impact on later conversions using Selectfluor™. Selectfluor™ is a commercially available reagent for selective introduction of fluorine atom and relatively strong oxidant. In the case of the reaction taking place in acetonitrile in combination with water as the source of the nucleophile, the products were fluoro-hydroxy adducts, so I further examined the use of other nucleophiles, alcohols, and synthesized some alkoxy products. propargilni alkoholi reakcijski pogoji brez uporabe topil 1 3-enini Selectfluor™ elektrofilno fluoriranje propargylic alcohols solvent-free conditions 1 3-enynes Selectfluor™ electrophilic fluorination true false false Slovenski jezik Angleški jezik Magistrsko delo/naloga 2021-09-29 15:00:01 2021-09-29 15:00:04 2022-09-10 04:12:29 0000-00-00 00:00:00 2021 0 0 0000-00-00 NiDoloceno NiDoloceno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 11242 86666243 Rogan_Matic_-_Sinteza_in_pretvorbe_izbranih_substituiranih_alkinov.pdf Rogan_Matic_-_Sinteza_in_pretvorbe_izbranih_substituiranih_alkinov.pdf 1 61FADE3969301B6CF295B3AB21B7D38E e62b2cb562ac0b18f3aa42f62823257cebca02eec61ce3995bef81e826c8ca88 e1d54b7b-2124-11ec-a523-00155dcfd717 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=148934 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0