Spectroscopic evaluation of novel heterocycles based on benzimidazole in pH and metal ion sensing

Cilj ovog rada je predstavljanje derivata benzimidazola kao kemijskih senzora i klik kemije kao jednostavne, brze i pouzdane metode sinteze organskih spojeva. Osim toga u okviru rada provedena je sinteza i optička karakterizacija novog potencijalnog kemijskog senzora temeljenog na benzimidazolu sa 1,2,3-triazolnom poveznicom. Sinteza spoja 5 uspješno je provedena klik reakcijom terminalnog alkina i odgovarajućeg azida u jednom stupnju. Pripravljenom spoju ispitane su spektroskopske karakteristike UV/Vis apsorpcijskom i fluorescencijskom emisijskom spektroskopijom u otapalima različite polarnosti. Da bi se ispitala mogućnost korištenja novo pripravljenog spoja kao pH senzora, provedena su spektroskopska ispitivanja u otopinama univerzalnog pufera u rasponu pH od 1 do 13. Ispitan je i utjecaj različitih metalnih iona na spektroskopske karakteristike spoja 5. Sintetizirani spoj 5 potencijalni je pH senzor u području pH od 6 – 9, osim toga spoj reagira sa svim ispitivanim metalima te stoga nije potencijalni senzor za ione metala.Aim of this work is to present benzimidazole derivatives as chemical sensors and click chemistry as simple, fast and reliable method of organic synthesis. The synthesis and optical characterisation of new potential chemical sensor based on benzimidazole with 1,2,3-triazole link is also presented. Synthesis of compound 5 was successfully carried out by click reaction between terminal alkyne and azide in one step. Synthesised compound has been characterised by UV/Vis absorption and fluorescence emission spectroscopy in solutions with different polarity. To test the use of the new compound as pH sensor, it was tested in solutions of universal buffer in pH range of 1 – 13. The compound was also tested in solutions of different metal ions. Compound 5 was proven to be a potential sensor for pH in range of 6 – 9, besides that compound 5 interacts with all tested metal ions and therefore is not a potential sensor for metal ions