Stabilization of reactive species by supramolecular encapsulation

Chemical Society Reviews
Albano Galan, Pablo Ballester

Abstract

Molecular containers have attracted the interest of supramolecular chemists since the early beginnings of the field. Cavitands' inner cavities were quickly exploited by Cram and Warmuth to construct covalent containers able to stabilize and assist the characterization of short-lived reactive species such as cyclobutadiene or o-benzyne. Since then, more complex molecular architectures have been prepared able to store and isolate a myriad of fleeting species (i.e. organometallic compounds, cationic species, radical initiators…). In this review we cover selected examples of the stabilization of reactive species by encapsulation in molecular containers from the first reports of covalent containers described by Cram et al. to the most recent examples of containers with self-assembled structure (metal coordination cages and hydrogen bonded capsules). Finally, we briefly review examples reported by Rebek et al. in which elusive reaction intermediates could be detected in the inner cavities of self-folding resorcin[4]arene cavitands by the formation of covalent host-guest complexes. The utilization of encapsulated reactive species in catalysis or synthesis is not covered.

References

Apr 5, 2000·Chemistry : a European Journal·S K KörnerJ Rebek
Apr 27, 2001·Chemistry : a European Journal·R Warmuth, M A Marvel
Oct 25, 2001·Journal of the American Chemical Society·M YoshizawaK Yamaguchi
Feb 1, 2002·Organic Letters·Jian Chen, Julius Rebek
Feb 6, 2003·Angewandte Chemie·Hans Henning WenkWolfram Sander
Aug 9, 2003·Journal of the American Chemical Society·Darren A MakeiffJohn C Sherman
Aug 16, 2003·The Journal of Organic Chemistry·Alexander ShivanyukJulius Rebek
Aug 30, 2003·Science·Laurent Trembleau, Julius Rebek
Jul 22, 2004·Journal of the American Chemical Society·Alessandro Scarso, Julius Rebek
Dec 23, 2004·Journal of the American Chemical Society·Koji NakabayashiMakoto Fujita
Jan 27, 2005·Journal of the American Chemical Society·Ralf Warmuth, Slawomir Makowiec
Feb 23, 2005·Angewandte Chemie·Xuejun LiuRalf Warmuth
Mar 3, 2005·Journal of the American Chemical Society·Michito YoshizawaMakoto Fujita
Dec 22, 2005·Angewandte Chemie·Dorothea FiedlerKenneth N Raymond
Jul 20, 2006·Journal of the American Chemical Society·Shohei TashiroMakoto Fujita
Jul 20, 2006·Journal of the American Chemical Society·Tetsuo IwasawaJulius Rebek
Nov 9, 2006·Journal of the American Chemical Society·Vy M DongKenneth N Raymond
Jan 6, 2007·Angewandte Chemie·Takashi MuraseMakoto Fujita
Feb 1, 2007·Journal of the American Chemical Society·Ralf Warmuth, Slawomir Makowiec
May 29, 2007·Chemical Communications : Chem Comm·Sara M Butterfield, Julius Rebek
Aug 24, 2007·Journal of the American Chemical Society·Michael D PluthKenneth N Raymond
Sep 25, 2007·Journal of the American Chemical Society·Rienk EelkemaHarry L Anderson
Nov 17, 2007·Journal of the American Chemical Society·Richard J HooleyJulius Rebek
Mar 29, 2008·Journal of the American Chemical Society·Xuechen Li, Samuel J Danishefsky
May 30, 2008·Journal of the American Chemical Society·Jun-Li HouJulius Rebek
Aug 14, 2008·Journal of the American Chemical Society·Per Restorp, Julius Rebek
Feb 10, 2009·Journal of the American Chemical Society·Kosuke OnoMakoto Fujita
Feb 10, 2009·Journal of the American Chemical Society·Roger M Yebeutchou, Enrico Dalcanale
Jun 27, 2009·Science·Prasenjit MalJonathan R Nitschke
Oct 2, 2009·Nature·Takehide KawamichiMakoto Fujita
Sep 28, 2010·Chemical Communications : Chem Comm·Imogen A RiddellJonathan R Nitschke

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Citations

Jun 30, 2016·Journal of the American Chemical Society·Alberto Martinez-CuezvaJose Berna
Aug 12, 2016·Organic Letters·Yaowalak PratumyotJovica D Badjić
Dec 21, 2016·Journal of the American Chemical Society·Haxel Lionel OzoresJuan R Granja
Apr 13, 2017·Chemistry : a European Journal·Daniel NuevoEduardo Peris
Apr 19, 2017·Chemistry : a European Journal·Víctor Martínez-AgramuntEduardo Peris
Sep 7, 2016·Chemistry : a European Journal·Aleksandr M AgafontsevEvgeny A Kataev
Mar 31, 2017·Nature Communications·Jesús MosqueraJonathan R Nitschke
Apr 1, 2017·Organic & Biomolecular Chemistry·Lucia BarberaAnna Notti
Jul 7, 2017·Journal of the American Chemical Society·Tanya K RonsonJonathan R Nitschke
Jun 21, 2017·Chemistry : a European Journal·Lotta TurunenKari Rissanen
Jul 29, 2017·Journal of the American Chemical Society·Andrew J MusserJonathan R Nitschke
Aug 18, 2017·Chemistry : a European Journal·Eline BartolamiSébastien Ulrich
Dec 28, 2017·Angewandte Chemie·Dirk Trauner
Feb 15, 2018·Nature Communications·Dipak SamantaRafal Klajn
Nov 24, 2016·Chemistry : a European Journal·Christopher G P TaylorMichael D Ward
Aug 5, 2016·Dalton Transactions : an International Journal of Inorganic Chemistry·Anife AhmedovaMichito Yoshizawa
Sep 30, 2017·Chemistry : a European Journal·Wojciech DrożdżSébastien Ulrich
Aug 24, 2018·Chemical Communications : Chem Comm·Lucia BarberaIlenia Pisagatti
Jun 29, 2018·Chemistry : a European Journal·Bang-Chang ZhuJian Zhang
Jul 22, 2018·Chemistry : a European Journal·Víctor Martínez-AgramuntEduardo Peris
Dec 5, 2018·Chemical Communications : Chem Comm·Diego Rota Martir, Eli Zysman-Colman
Feb 28, 2019·Chemical Communications : Chem Comm·Martha KohlhaasJochen Niemeyer
Jan 23, 2019·Chemistry : a European Journal·Takahiro TsutsuiMichito Yoshizawa
Jul 25, 2019·Chemical Society Reviews·Yu FangHong-Cai Zhou
Sep 11, 2019·Beilstein Journal of Organic Chemistry·Meng-Di GuMei-Xiang Wang
Mar 4, 2020·Chemical Communications : Chem Comm·Daisuke ShimoyamaTakeharu Haino
May 5, 2020·ChemPlusChem·James E M Lewis, James D Crowley
May 21, 2020·Physical Chemistry Chemical Physics : PCCP·Philip GrovesVictor Chechik
May 28, 2020·Dalton Transactions : an International Journal of Inorganic Chemistry·Shinnosuke HoriuchiKeisuke Umakoshi
Aug 25, 2020·ChemPlusChem·Ben S Pilgrim, Neil R Champness
Jul 1, 2017·Dalton Transactions : an International Journal of Inorganic Chemistry·N StruchA Lützen
Dec 6, 2017·Chemistry, an Asian Journal·Zoran DžolićKari Rissanen
Jan 11, 2018·Chemical Communications : Chem Comm·Tomokuni KaiMichito Yoshizawa
Oct 11, 2016·Chemistry : a European Journal·Shinnosuke HoriuchiKeisuke Umakoshi
May 11, 2017·Nature Communications·Grzegorz MarkiewiczArtur R Stefankiewicz
Nov 5, 2016·Wiley Interdisciplinary Reviews. Nanomedicine and Nanobiotechnology·Whitney C Blocher, Sarah L Perry
Mar 24, 2018·Chemical Science·Albano GalánPablo Ballester
Apr 3, 2020·Advanced Materials·Bao-Nguyen T NguyenJonathan R Nitschke

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