Spektroskopska karakterizacija pentacikličkih derivata benzimidazola kao senzora za detekciju pH i metalnih kationa

undergraduate thesis

• Title (english): Spectroscopic characterization of pentacyclic benzimidazole derivatives as sensors for detection pH and metal cations
• Author: Petra Marketin
• Mentor: Marijana Hranjec (mentor)
• Committee member: Marijana Hranjec (predsjednik povjerenstva)
• Committee member: Nataša Perin (član povjerenstva)
• Committee member: Petar Kassal (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2018-09-07, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry; Organic Chemistry

Abstract

U ovom radu prikazana je sinteza i spektroskopska karakterizacija pentacikličkih derivata benzimidazola. Za pripravu ciljane molekule korištene su klasične metode organske sinteze dok je posljednji stupanj sinteze potpomognut mikrovalovima. Kondenzacijom spojeva 2 i 3 priređen je aciklički derivat 4. Termičkom ciklizacijom spoja 4 dobiven je ciklički okso derivat 5 koji se prevodi u spoj 6 koji je glavni prekursor za sintezu ciljanog amino supstituiranog cikličkog derivata benzimidazola. Ciljani derivat 7 priređen je nekatalitičkom aminacijom potpomognutom mikrovalovima iz spoja 6. Struktura priređenih spojeva potvrđena je korištenjem 1H i 13C NMR spektroskopije, a spoje 7 je dodatno okarakteriziran UV/Vid i fluorimetrijskom spektroskopijom. Kako bi se provjerila moguća primjena spoja 7 kao senzora za detekciju pH i metalnih kationa, provedene su UV/Vid i fluorimetrijske titracije otopina spojeva s otopinama metalnih soli i u puferima različitog pH.

Abstract (english)

This work presents the synthesis and spectroscopic characterization of pentacyclic benzimidazole derivatives. Targeted molecule was prepared by classical reaction of organic chemistry while the last stage of synthesis was assisted by microwave. Due to the condensation of 2 and 3 acyclic derivative 4 was prepared. By termic cyclization of compound 4 cyclic oxo derivative 5 was prepared which was converted to compound 6 as the main precursor for the synthesis of target amino substituted cyclic benzimidazole derivative. Targeted derivative 7 was prepared by uncatalyzed microwave assisted amination from compound 6. The structure of synthesized compounds were confirmed by means of 1H and 13C NMR spectroscopy, and also the prepared compound 7 were additionally characterized by UV/Vis and fluorimetric spectroscopy. To explore possible application of compound 7 as sensor for detection pH and metal cations, UV/Vis and fluorimetric titrations of aqueous compounds solutions with aqueous solutions of metal salts and with buffer having different pH were performed.

• Keywords: benzimidazol; UV/Vid; fluorimetrijska i NMR spektroskopija; kemijski senzori; optički senzori; pH senzori
• Keywords (english): benzimidazole; UV/Vis; fluorimetric and NMR spectroscopy; chemical sensors; optical sensors; pH sensors
• Language: croatian
• URN:NBN: urn:nbn:hr:149:248314
• Study programme: Title: Chemical Engineering - Undergraduate study; Study programme type: university; Study level: undergraduate; Academic / professional title: sveučilišni/a prvostupnik/ prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka kemijskog inženjerstva (sveučilišni/a prvostupnik/ prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka kemijskog inženjerstva)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Open access
• Created on: 2021-06-24 11:43:46