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

Young Chun, N Jiten Singh, In-Chul Hwang, Jung Woo Lee, Seong Uk Yu and Kwang S Kim ()
Additional contact information
Young Chun: Center for Superfunctional Materials, Pohang University of Science and Technology
N Jiten Singh: Center for Superfunctional Materials, Pohang University of Science and Technology
In-Chul Hwang: Center for Superfunctional Materials, Pohang University of Science and Technology
Jung Woo Lee: Center for Superfunctional Materials, Pohang University of Science and Technology
Seong Uk Yu: Center for Superfunctional Materials, Pohang University of Science and Technology
Kwang S Kim: Center for Superfunctional Materials, Pohang University of Science and Technology

Nature Communications, 2013, vol. 4, issue 1, 1-8

Abstract: 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.

Date: 2013
References: Add references at CitEc
Citations: View citations in EconPapers (1)

Downloads: (external link)
https://www.nature.com/articles/ncomms2758 Abstract (text/html)

Related works:
This item may be available elsewhere in EconPapers: Search for items with the same title.

Export reference: BibTeX RIS (EndNote, ProCite, RefMan) HTML/Text

Persistent link: https://EconPapers.repec.org/RePEc:nat:natcom:v:4:y:2013:i:1:d:10.1038_ncomms2758

Ordering information: This journal article can be ordered from
https://www.nature.com/ncomms/

DOI: 10.1038/ncomms2758

Access Statistics for this article

Nature Communications is currently edited by Nathalie Le Bot, Enda Bergin and Fiona Gillespie

More articles in Nature Communications from Nature
Bibliographic data for series maintained by Sonal Shukla () and Springer Nature Abstracting and Indexing ().