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undergraduate thesis
Aromatski azidi i alkini kao reagensi za sintezu D-Π-A kromofora s 1,2,3-triazolnom poveznicom
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. urn:nbn:hr:149:440415
Eškinja, Magdalena
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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Eškinja, M. (2019). Aromatski azidi i alkini kao reagensi za sintezu D-Π-A kromofora s 1,2,3-triazolnom poveznicom (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:440415

Eškinja, Magdalena. "Aromatski azidi i alkini kao reagensi za sintezu D-Π-A kromofora s 1,2,3-triazolnom poveznicom." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. https://urn.nsk.hr/urn:nbn:hr:149:440415

Eškinja, Magdalena. "Aromatski azidi i alkini kao reagensi za sintezu D-Π-A kromofora s 1,2,3-triazolnom poveznicom." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. https://urn.nsk.hr/urn:nbn:hr:149:440415

Eškinja, M. (2019). 'Aromatski azidi i alkini kao reagensi za sintezu D-Π-A kromofora s 1,2,3-triazolnom poveznicom', Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 20 December 2024, https://urn.nsk.hr/urn:nbn:hr:149:440415

Eškinja M. Aromatski azidi i alkini kao reagensi za sintezu D-Π-A kromofora s 1,2,3-triazolnom poveznicom [Undergraduate thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2019 [cited 2024 December 20] Available at: https://urn.nsk.hr/urn:nbn:hr:149:440415

M. Eškinja, "Aromatski azidi i alkini kao reagensi za sintezu D-Π-A kromofora s 1,2,3-triazolnom poveznicom", Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2019. Available at: https://urn.nsk.hr/urn:nbn:hr:149:440415

Metadata
TitleAromatski azidi i alkini kao reagensi za sintezu D-Π-A kromofora s 1,2,3-triazolnom poveznicom
Title (english)Aromatic azides and alkynes as reagents for synthesis of D-Π-A chromophores with 1,2,3-triazole linker
AuthorMagdalena Eškinja
MentorSvjetlana Krištafor (mentor)
Committee memberSvjetlana Krištafor (predsjednik povjerenstva)
Committee memberLidija Furač (član povjerenstva)
Committee memberDajana Kučić Grgić (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2019-09-20, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
D-π-A sustavi sadržavaju elektron-donorsku (D) i elektron-akceptorsku (A) skupinu koje su povezane konjugiranom organskom poveznicom tzv. π-poveznicom. Često se kao poveznica upotrebljava 1,2,3-triazol koji omogućuje izravnu interakciju donorske i akceptorske skupine prilikom čega dolazi do prijenosa naboja, a ovakvi sustavi mogu se koristiti kao optički kemijski senzori. U ovom radu dan je pregled donorsko-akceptorskih sustava kao kromofora koji sadrže 1,2,3-triazolni prsten u strukturi, te je objašnjen koncept click kemije za sintezu 1,2,3-triazolnih derivata. Cilj rada bila je priprava aromatskih azida i alkina koji bi poslužili kao reagensi za sintezu 1,4-disupstituiranih derivata 1,2,3-triazola baziranih na benztiazolu kao elektron odvlačećoj skupini. Početni spoj 2-aminobenztiazol preveden je u azid nukleofilnom supstitucijom s natrijevim azidom. Provedena je Sonogashira reakcija čiji je cilj bila sinteza 2-etinilbenztiazola iz 2-aminobenztiazola. Dobiveni reagensi podvrgnuti su click reakciji s odgovarajućim alkinom i azidom za pripravu potencijalnih donorsko-akceptorskih sustava s 1,2,3-triazolnom π-poveznicom temeljenih na benztiazolu.
Abstract (english)
D-π-A systems contain electron-donor (D) and electron-acceptor (A) group linked by a conjugated organic linker, so-called π-linker. 1,2,3-triazole is often used as a linker, which allows direct interaction between donor and acceptor group resulting in charge transfer. Such D-π-A systems can be applied in the design of optical chemical sensors. This paper presents an overview of donor-acceptor systems as chromophores containing 1,2,3-triazole ring in their structure, and the concept of click chemistry for synthesis of 1,2,3-triazole derivatives has been explained. The purpose of this work was the preparation of aromatic azides and alkynes, which would serve as reagents for the synthesis of 1,4-disubstituted 1,2,3-triazole derivatives based on benzothiazole as an electron-withdrawing group. The initial 2-aminobenzthiazole compound was converted into corresponding azide by nucleophilic substitution with sodium azide. The Sonogashira reaction as a method for the synthesis of 2-ethynylbenzothiazole from 2-aminobenzothiazole was carried out. The obtained reagents were subjected to click reaction with the corresponding alkyne and azide for the preparation of potential donor-acceptor systems with a 1,2,3-triazole π-linker based on benzothiazole.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:440415
ProjectNumber: IP-2014-09-3386
Title: Dizajn i sinteza novih dušikovih heterocikličkih fluorofora i fluorescentnih nanomaterijala kao kemijskih senzora za pH i metalne ione
Title: Design and Synthesis of Novel Nitrogen-Containing Heterocyclic Fluorophores and Fluorescent Nanomaterials for pH and Metal-Ion Sensing
Acronym: iNFiNiTE–SENS
Leader: Robert Vianello
Jurisdiction: Croatia
Funder: HRZZ
Funding stream: IP
Study programmeTitle: 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 resourceText
File originBorn digital
Access conditionsAccess restricted to students and staff of home institution
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Created on2023-02-14 13:33:55