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N-butil-substituiran fenilimidazol kot substrat za aktivacijo C-H vezi
ID Levstek, Uroš (Author), ID Požgan, Franc (Mentor) More about this mentor... This link opens in a new window

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Abstract
V diplomskem delu sem opisal postopek priprave N-butil-2-fenilimidazola in njegovo nadaljnjo funkcionalizacijo na orto mestu fenilne skupine preko C–H aktivacije v prisotnosti rutenijevega katalizatorja ([Ru(p-cimen)Cl2]2). Predstavil sem lastnosti imidazola in teoretično ozadje klasičnih reakcij križnega spajanja ter direktno funkcinalizacijo C–H vezi. Pri eksperimentalnem delu sem izvedel sintezo N-butil-2-fenilimidazola, nato pa sem preiskal vplive različnih aril bromidov kot substituentov na potek reakcije C–H aktivacije. Reakcije sem izvajal s 4-bromotoluenom, 4-bromoacetofenonom, 1-bromo-4-trifluorometilbenzenom in 4-bromoanizolom – prvo v vodi brez dodanih ligandov ter nato še v toluenu z dodanima ligandoma KOPiv in PPh3.

Language:Slovenian
Keywords:N-butil-2-fenilimidazol, aktivacija C–H vezi, katalitska sinteza
Work type:Bachelor thesis/paper
Typology:2.11 - Undergraduate Thesis
Organization:FKKT - Faculty of Chemistry and Chemical Technology
Year:2025
PID:20.500.12556/RUL-171961 This link opens in a new window
COBISS.SI-ID:253499907 This link opens in a new window
Publication date in RUL:04.09.2025
Views:177
Downloads:31
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Secondary language

Language:English
Title:N-butyl-substituted phenylimidazole as substrate in C-H bond activation
Abstract:
In my thesis, I described the synthesis of N-butyl-2-phenylimidazole and its subsequent functionalization at the ortho position of the phenyl ring via C–H activation in the presence of a ruthenium catalyst ([Ru(p-cymene)Cl2]2). I presented the properties of imidazole and the theoretical background of classical cross-coupling reactions, as well as the direct functionalization of C–H bonds. In the experimental part, I first carried out the synthesis of N-butyl-2-phenylimidazole, followed by an investigation of the influence of different aryl bromides as substituents on the progress of the C–H activation reaction. The reactions were performed using 4-bromotoluene, 4-bromoacetophenone, 1-bromo-4-trifluoromethylbenzene, and 4-bromoanisole first in water without any added ligands, and then in toluene with added ligands KOPiv and PPh3.

Keywords:N-butyl-2-phenylimidazole, C–H bond activation, catalytic synthesis

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