Calix[n]imidazolium as a new class of positively charged homo-calix compounds View Full Text


Ontology type: schema:ScholarlyArticle      Open Access: True


Article Info

DATE

2013-04-30

AUTHORS

Young Chun, N Jiten Singh, In-Chul Hwang, Jung Woo Lee, Seong Uk Yu, Kwang S Kim

ABSTRACT

Macrocycles based on neutral calixarenes and calixpyrroles have been extensively explored for ion binding, molecular assembly and related applications. Given that only these two types of calix compounds and their analogs are available, the introduction of new forms of widely usable calix macrocycles is an outstanding challenge. Here we report the quadruply/quintuply charged imidazole-based homo-calix compounds, calix[4/5]imidazolium. The noncovalent (C-H)(+)/π(+)-anion interactions of the imidazolium rings with anions inside and outside the cone are the stabilizing factors for crystal packing, resulting in self-assembled arrays of cone-shaped calix-imidazolium molecules. Calix[4]imidazolium senses fluoride selectively even in aqueous solutions. Calix[5]imidazolium recognizes neutral fullerenes through π(+)-π interactions and makes them soluble in water, which could be useful in fullerene chemistry. Not only derivatization and ring expansion of calix[n]imidazolium, but also their utilization in ionic liquids, carbene chemistry and nanographite/graphene exfoliation could be exploited. More... »

PAGES

1797

Identifiers

URI

http://scigraph.springernature.com/pub.10.1038/ncomms2758

DOI

http://dx.doi.org/10.1038/ncomms2758

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1033004783

PUBMED

https://www.ncbi.nlm.nih.gov/pubmed/23653209


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195 schema:name Center for Superfunctional Materials, Department of Chemistry, Pohang University of Science and Technology, Pohang 790 784, Korea
196 Present address: Core Technology Laboratory, Samsung SDI Co., Ltd, Yongin 446-577, Korea
197 These authors contributed equally to this work
198 rdf:type schema:Organization
199 grid-institutes:grid.49100.3c schema:alternateName Center for Superfunctional Materials, Department of Chemistry, Pohang University of Science and Technology, Pohang 790 784, Korea
200 schema:name Center for Superfunctional Materials, Department of Chemistry, Pohang University of Science and Technology, Pohang 790 784, Korea
201 rdf:type schema:Organization
 




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