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Katalitsko ariliranje C–H vezi 2,3-disubstituiranih pirazinskih derivatov
ID Doles, Katarina (Author), ID Požgan, Franc (Mentor) More about this mentor... This link opens in a new window

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Abstract
Tekom magistrskega dela smo se ukvarjali s funkcionalizacijo C–H vezi na 5,6-difenil-2,3-dihidropirazinskih substratih z arilhalidi v prisotnosti rutenijevega katalizatorja. Namen naloge je bil ugotoviti kateri produkti nastanejo ter poiskati optimalne pogoje, da bi reakcije potekle čim bolj selektivno in s čim višjo stopnjo pretvorbe. Uporabljali smo in situ tvorjene rutenijeve(II) katalitske sisteme. Le-te smo poskušali optimizirati s preizkušanjem različnih ligandov. Reakcije smo optimizirali tudi z uporabo različnih topil ter s prilagajanjem reakcijskega časa in temperature. Prav tako smo preizkusili uporabo različnih arilirnih reagentov. Ariliranje je zaradi prisotne usmerjajoče iminske skupine in neplanarne strukture 5,6-difenil-1,2-dihidropirazinskih derivatov, potekalo na orto mestih enega ali obeh benzenovih obročev.

Language:Slovenian
Keywords:C-H aktivacija, funkcionalizacija, rutenij(II), pirazin, aril halid
Work type:Master's thesis/paper
Typology:2.09 - Master's Thesis
Organization:FKKT - Faculty of Chemistry and Chemical Technology
Year:2019
PID:20.500.12556/RUL-110537 This link opens in a new window
COBISS.SI-ID:1538432963 This link opens in a new window
Publication date in RUL:16.09.2019
Views:1132
Downloads:227
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Secondary language

Language:English
Title:Catalytic Arylation of C–H Bonds of 2,3-Disubstituted Pyrazine Derivatives
Abstract:
In this work we examined the functionalization of C–H bonds on 5,6-diphenyl-2,3-dihydropyrazine substrates with aryl halides in the presence of ruthenium catalyst. The goal was to find out which products could be obtained and to optimize the reaction conditions, where the reaction would result in good selectivity and high yields. All the reactions were performed with in situ generated ruthenium(II) catalytic systems, which were optimized by trying out various ligands. Reactions were also optimized by using different solvents and adjusting reaction time and temperature. Several different arylating reagents were also used. Because of the presence of the imino directing group and nonplanar structure of 5,6-diphenyl-2,3-dihydropyrazine derivatives arylation proceeded on the ortho positions of one or both benzene rings.

Keywords:C–H activation, functionalization, ruthenium(II), pyrazine, aryl halide

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