Sinteza izbranih triazolijevih soli kot prekurzorjev mezoinskih N-heterocikličnih olefinov

magistrsko delo

Blaž Kisovec (Author), Janez Košmrlj (Mentor), Helena Prosen (Thesis defence commission member), Marjan Jereb (Thesis defence commission member)

Abstract

V magistrskem delu je opisana sinteza treh različno substituiranih triazolijevih soli. Izhajali smo iz terminalnega alkina in organskega azida, iz katerih smo z azid-alkin cikloadicijo, katalizirano z bakrom(I), sintetizirali triazol in iz njega v nadaljevanju analogno triazolijevo sol. Sintetizirani sta bili 5-metil-3-fenil-4-(piridin-2-il)-1-(p-tolil)-1H-1,2,3-triazol-3-ijev trifluorometansulfonat in 5-etil-3-fenil-4-(piridin-2-il)-1-(p-tolil)-1H-1,2,3-triazol-3-ijev trifluorometansulfonat, medtem ko sinteza 4-((difenilfosfanil)metil)-5-metiltriazolijeve soli ni bila uspešna. Namesto zadnje smo izolirali na fosfinski ročici metiliran produkt.

Keywords

triazolijeve soli;termična cikloadicija;ariliranje;metiliranje;mezoinski N-heterociklični olefini;z bakrom(I) katalizirana azid – alkin cikloadicija;CuAAC;magistrska dela;

Data

Language:	Slovenian
Year of publishing:	2023
Typology:	2.09 - Master's Thesis
Organization:	UL FKKT - Faculty of Chemistry and Chemical Technology
Publisher:	[B. Kisovec]
UDC:	547.79-38(043.2)
COBISS:	178501379
Views:	22
Downloads:	8
Average score:	0 (0 votes)
Metadata:

Other data

Secondary language:	English
Secondary title:	Synthesis of selected triazolium salts as precursors for mesoionic N-heterocyclic olefins
Secondary abstract:	In my masters' thesis, I describe the synthesis of three differently substituted triazolium salts. We started the synthesis from a terminal alkyne and an organic azide, from which we synthesised a triazole through copper(I)-catalyzed azide-alkyne cycloaddition, and subsequently an analogous triazolium salt. The 5-methyl-3-phenyl-4-(pyridin-2-yl)-1-(p-tolyl)-1H-1,2,3-triazol-3-ium trifluoromethanesulfonate and 5-ethyl-3-phenyl-4-(pyridin-2-yl)-1-(p-tolyl)-1H-1,2,3-triazol-3-ium trifluoromethanesulfonate were synthesised, while the synthesis of 4-((diphenylphosphanyl)methyl)-5-methyltriazolium salt was not successful. Instead of the latter, we isolated the methylated product on the phosphine arm.
Secondary keywords:	triazolium salt;mesoionic N-heterocyclic olefins;CuAAC;Organska sinteza (kemija);Univerzitetna in visokošolska dela;
Type (COBISS):	Master's thesis/paper
Study programme:	1000375
Embargo end date (OpenAIRE):	1970-01-01
Thesis comment:	Univ. v Ljubljani, Fak. za kemijo in kemijsko tehnologijo, smer Kemija
Pages:	63 str.
ID:	21736150