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Modular Synthesis of Helicene‐Like Compounds Based on the Imidazolium Motif
Author(s) -
Čížková Martina,
Šaman David,
Koval Dušan,
Kašička Václav,
Klepetářová Blanka,
Císařová Ivana,
Teplý Filip
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201402746
Subject(s) - helicene , chemistry , cationic polymerization , combinatorial chemistry , modular design , cycloaddition , structural motif , stereochemistry , organic chemistry , catalysis , molecule , computer science , biochemistry , operating system
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] cycloaddition 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.