Modular Synthesis of Helicene-Like Compounds Based on the Imidazolium Motif

0433179 - ÚOCHB 2015 RIV DE eng J - Journal Article
Čížková, Martina - Šaman, David - Koval, Dušan - Kašička, Václav - Klepetářová, Blanka - Císařová, I. - Teplý, Filip
Modular Synthesis of Helicene-Like Compounds Based on the Imidazolium Motif.
European Journal of Organic Chemistry. Roč. 2014, č. 26 (2014), s. 5681-5685. ISSN 1434-193X. E-ISSN 1099-0690
R&D Projects: GA ČR GA13-19213S; GA ČR GA13-32974S
Institutional support: RVO:61388963
Keywords : synthetic methods * nitrogen heterocycles * helical structures * [2+2+2] cycloaddition * electrophoresis
Subject RIV: CC - Organic Chemistry
Impact factor: 3.065, year: 2014

Straightforward synthesis of novel mono-and tricationic helical compounds based on the imidazolium core has been developed. The synthetic route based on double [2+2+2] cyclo-addition reactions of precursors with the imidazolium core motif is notably modular and reaches beyond established protocols used for the synthesis of imidazolium systems as well as beyond the reported protocols used to assemble compounds with helical frameworks. This approach opens rapid four-step access to a cationic species featuring nine ortho-annulated rings that represents the highest order helical nitrogen-based cationic system reported to date.
Permanent Link: http://hdl.handle.net/11104/0237611