Supramolecular Construction of a [16]-Imidazolium Cage via a Quadruple [2+2] Photocycloaddition and Its Selective Fluorescent Recognition of Pyranine (HPTS)

Chemistry : a European Journal
Kai HuaYing-Feng Han

Abstract

Polyimidazolium-based cages are considered promising materials based on their fascinating properties and potential applications. These three-dimensional functional structures are highly desirable for the recognition of particular guest molecules, however, their synthesis remains challenging. In this work, we have designed and synthesizes a pure [n]-imidazolium (n = 16) cage, the hexadecakisimidazolium salt H16-2(PF6)16, from tetragonal octakisimidazolium salt H8-1(PF6)8. The synthetic method involves formation of metal-carbene templates, a quadruple photochemical [2+2] cycloaddition reaction and subsequent removal of metal ions. Specifically, the synthesized cage, featuring sixteen imidazolium moieties, demonstrated high efficiency for the selective fluorescent recognition of 8-hydroxy-1,3,6-pyrene trisulfonate (HPTS). The present work not only further develops the metal-carbene template strategy by exploiting a new type of polyimidazolium cage, but also provides encouraging prospects for the design of versatile imidazolium-based functional acceptors.

References

Apr 9, 2005·Angewandte Chemie·Kavitha ChellappanKwang S Kim
Mar 28, 2006·Chemical Society Reviews·Juyoung YoonKwang S Kim
Aug 31, 2006·Journal of the American Chemical Society·Prakash P NeelakandanDanaboyina Ramaiah
Aug 31, 2007·Chemical Communications : Chem Comm·Charlotte E WillansJonathan W Steed
Jan 27, 2009·Chemical Society Reviews·Claudia Caltagirone, Philip A Gale
Oct 17, 2009·Chemical Reviews·Junyan Han, Kevin Burgess
Mar 13, 2010·Journal of the American Chemical Society·Arnab RitF Ekkehardt Hahn
Apr 24, 2010·Nature Chemistry·Han-Yuan GongJonathan L Sessler
May 9, 2013·Nature Communications·Young ChunKwang S Kim
Dec 18, 2013·Chemical Society Reviews·Gang Zhang, Michael Mastalerz
Jan 1, 2014·Angewandte Chemie·Jesús MosqueraJonathan R Nitschke
May 30, 2014·Chemical Society Reviews·Jiajia Cai, Jonathan L Sessler
Jun 27, 2014·Nature·Matthew N HopkinsonFrank Glorius
Sep 30, 2016·Journal of the American Chemical Society·Philipp J Altmann, Alexander Pöthig
Oct 30, 2016·Angewandte Chemie·Seán T J RyanOren A Scherman
Aug 26, 2017·Accounts of Chemical Research·Narayan Sinha, F Ekkehardt Hahn
Oct 19, 2017·Angewandte Chemie·Philipp J Altmann, Alexander Pöthig
Feb 3, 2018·Angewandte Chemie·Li-Ying SunF Ekkehardt Hahn
Sep 12, 2018·Accounts of Chemical Research·Michael Mastalerz
Nov 14, 2018·Nature Chemistry·Robert A TromansAnthony P Davis
Feb 26, 2019·Angewandte Chemie·Victor Martínez-AgramuntEduardo Peris
Mar 19, 2019·The Journal of Organic Chemistry·Anna B AlettiValeria Amendola
Mar 19, 2019·Angewandte Chemie·Susana Ibáñez, Eduardo Peris

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