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master's thesis
Sinteza i strukturna karakterizacija novih amino supstituiranih pentacikličkih derivata benzimidazola
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2015. urn:nbn:hr:149:529687
Bobanović, Kristina
University of Zagreb
Faculty of Chemical Engineering and Technology

Institutional repository: Repository of Faculty of Chemical Engineering and Technology University of Zagreb

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Bobanović, K. (2015). Sinteza i strukturna karakterizacija novih amino supstituiranih pentacikličkih derivata benzimidazola (Master's thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:529687

Bobanović, Kristina. "Sinteza i strukturna karakterizacija novih amino supstituiranih pentacikličkih derivata benzimidazola." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2015. https://urn.nsk.hr/urn:nbn:hr:149:529687

Bobanović, Kristina. "Sinteza i strukturna karakterizacija novih amino supstituiranih pentacikličkih derivata benzimidazola." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2015. https://urn.nsk.hr/urn:nbn:hr:149:529687

Bobanović, K. (2015). 'Sinteza i strukturna karakterizacija novih amino supstituiranih pentacikličkih derivata benzimidazola', Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 20 December 2024, https://urn.nsk.hr/urn:nbn:hr:149:529687

Bobanović K. Sinteza i strukturna karakterizacija novih amino supstituiranih pentacikličkih derivata benzimidazola [Master's thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2015 [cited 2024 December 20] Available at: https://urn.nsk.hr/urn:nbn:hr:149:529687

K. Bobanović, "Sinteza i strukturna karakterizacija novih amino supstituiranih pentacikličkih derivata benzimidazola", Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2015. Available at: https://urn.nsk.hr/urn:nbn:hr:149:529687

Metadata
TitleSinteza i strukturna karakterizacija novih amino supstituiranih pentacikličkih derivata benzimidazola
Title (english)Synthesis and structural characterization of novel amino substituted pentacyclic benzimidazole derivatives
AuthorKristina Bobanović
MentorMarijana Hranjec (mentor)
Committee memberMarijana Hranjec (predsjednik povjerenstva)
Committee memberTatjana Gazivoda Kraljević (član povjerenstva)
Committee memberDanijela Ašperger (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2015-07-10, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Applied Chemistry
Abstract
U okviru ovog rada provedena je sinteza i spektroskopska karakterizacija novih amino i diamino 6-N-supstituiranih, 3,6-N,N-disupstituiranih i 3-N-supstituiranih derivata 7-cijanobenzo[b]tieno[2,3-b]pirido[1,2-a]benzimidazola. Novi spojevi priređeni su klasičnim reakcijama organske sinteze i reakcijama potpomognutim mikrovalnim zračenjem. Aciklički derivati benzimidazola 5, 16 i 26 priređeni su reakcijom kondenzacije odgovarajućih halogeno supstituiranih benzo[b]tiofen-2-karbaldehida 4, 15, 25 i 2-cijanometilbenzimidazola 3. Halogeno i dihalogeno supstituirani derivati 7-cijanobenzo[b]tieno[2,3-b]pirido[1,2-a]benzimidazola 7, 18 i 27, kao glavni prekursori za sintezu ciljanih produkata, priređeni su termičkom ciklizacijom spojeva 5, 16 i 26. Konačni produkti 6-amino supstituirani 8–11, 3,6-diamino supstituirani 19–22 i 3-amino supstituirani derivati 7-cijanobenzo[b]tieno[2,3-b]pirido[1,2-a]benzimidazola 28–31 priređeni su nekataliziranom aminacijom potpomognutom mikrovalnim zračenjem iz prekursora 7, 18 i 27 s odgovarajućim aminima. Strukture priređenih spojeva potvrđene su 1H i 13C NMR i UV/Vis i fluorimetrijskom spektroskopijom te HPLC/MS spektrometrijom. Priređenim derivatima dodatno su ispitane su spektroskopske karakteristike korištenjem UV/Vis i fluorimetrijske spektroskopije. Kako bi se ispitala mogućnost primjene spojeva 10, 21 i 30 kao optičkih pH senzora, ispitana je i promjena njihovih spektroskopskih svojstava ovisno o vrijednosti pH otopine korištenjem UV/Vis i fluorimetrijske spektroskopije.
Abstract (english)
This work presents the synthesis and spectroscopic characterization of novel amino and diamino 6-N-substitued, 3,6-N,N-disubstitued and 3-N-substitued 7-cyanobenzo[b]thieno[2,3-b]pyrido[1,2-a]benzimidazole derivatives. Novel compounds were prepared by classical reactions of organic chemistry and by microwave assisted reactions. Acyclic benzimidazole derivatives 5, 16 and 26 were prepared in the reaction of condensation of corresponding benzo[b]thiophenil-2-carbaldehydes 4, 15, 25 and 2-cyanomethylbenzimidazole 3. Halogeno and dihalogeno substitued 7-cyanobenzo[b]thieno[2,3-b]pyrido[1,2-a]benzimidazole derivative 7, as the main precursor for the synthesis of targeted products, were prepared by thermic cyclization of compounds 5, 16 i 26. Novel 6-amino substitued derivatives 8–11, 3,6-diamino disubstitued 19–21 and 3-amino substitued 7-cyanobenzo[b]thieno[2,3-b]pyrido[1,2-a]benzimidazole derivatives 28–31 were prepared by microwave assisted amination from precursors 7, 18 and 27 with corresponding amines. The structures of all preapred compounds were determined by means of 1H and 13C NMR and UV/Vis and fluorimetric spectroscopy and HPLC/MS spectrometry. In addition, the spectroscopic properties of prepared compounds were studied by UV/Vis and fluorescence spectroscopy. In order to determine the possibility of compounds 10, 21 and 30 for analytical applications as pH sensors, the changes of their spectroscopic properties depending on the pH value were studied by UV/Vis and fluorescence spectroscopy.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:529687
Study programmeTitle: Applied Chemistry - Graduate study; specializations in: Environmental chemistry and green technologies, Advanced materials and technologies, Applied organic chemistry
Course: Applied organic chemistry
Study programme type: university
Study level: graduate
Academic / professional title: magistar/magistra primijenjene kemije (magistar/magistra primijenjene kemije)
Type of resourceText
File originBorn digital
Access conditionsOpen access
Terms of useLicence In copyright icon
Created on2016-12-08 13:09:35