Literature DB >> 20414243

A 'Texas-sized' molecular box that forms an anion-induced supramolecular necklace.

Han-Yuan Gong1, Brett M Rambo, Elizabeth Karnas, Vincent M Lynch, Jonathan L Sessler.   

Abstract

The 'blue box' (cyclobis(paraquat-p-phenylene) or CBPQT(4+)), developed by Stoddart and colleagues, forms effective charge transfer complexes with a variety of electron-rich species and has been used to support the formation of a wide range of interlocked structures. However, little effort seems to have been devoted to generalizing the blue box concept. We describe a new flexible tetracationic macrocycle-a 'Texas-sized' molecular box. This positively charged receptor is capable of binding the mono-terephthalate anion, forming pseudorotaxanes. These pseudorotaxanes self-assemble into short supramolecular pseudo-oligorotaxanes in solution and more extended pseudo-polyrotaxanes in the solid state. The supramolecular oligomers formed in solution are environmentally responsive; they undergo deaggregation as the overall concentration of the cationic and anionic constituents is reduced, the temperature is increased, or the protonation state of the threading mono-terephthalate anion is changed.

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Year:  2010        PMID: 20414243     DOI: 10.1038/nchem.597

Source DB:  PubMed          Journal:  Nat Chem        ISSN: 1755-4330            Impact factor:   24.427


  20 in total

Review 1.  Switching devices based on interlocked molecules.

Authors:  A R Pease; J O Jeppesen; J F Stoddart; Y Luo; C P Collier; J R Heath
Journal:  Acc Chem Res       Date:  2001-06       Impact factor: 22.384

2.  Kinetically controlled self-assembly of pseudorotaxanes on crystallization.

Authors:  Brian H Northrop; Saeed J Khan; J Fraser Stoddart
Journal:  Org Lett       Date:  2006-05-11       Impact factor: 6.005

3.  Interweaving anion templation.

Authors:  Michael D Lankshear; Paul D Beer
Journal:  Acc Chem Res       Date:  2007-05-25       Impact factor: 22.384

4.  Anion receptor chemistry: highlights from 2007.

Authors:  Claudia Caltagirone; Philip A Gale
Journal:  Chem Soc Rev       Date:  2008-12-10       Impact factor: 54.564

5.  Radically enhanced molecular recognition.

Authors:  Ali Trabolsi; Niveen Khashab; Albert C Fahrenbach; Douglas C Friedman; Michael T Colvin; Karla K Cotí; Diego Benítez; Ekaterina Tkatchouk; John-Carl Olsen; Matthew E Belowich; Raanan Carmielli; Hussam A Khatib; William A Goddard; Michael R Wasielewski; J Fraser Stoddart
Journal:  Nat Chem       Date:  2009-12-17       Impact factor: 24.427

Review 6.  Imidazolium receptors for the recognition of anions.

Authors:  Juyoung Yoon; Sook Kyung Kim; N Jiten Singh; Kwang S Kim
Journal:  Chem Soc Rev       Date:  2006-01-10       Impact factor: 54.564

7.  Toward interlocked molecules beyond catenanes and rotaxanes.

Authors:  T Chang; A M Heiss; S J Cantrill; M C Fyfe; A R Pease; S J Rowan; J F Stoddart; D J Williams
Journal:  Org Lett       Date:  2000-09-21       Impact factor: 6.005

8.  The influence of macrocyclic polyether constitution upon ammonium ion/crown ether recognition processes

Authors: 
Journal:  Chemistry       Date:  2000-06-16       Impact factor: 5.236

9.  Tribenzo

Authors: 
Journal:  Org Lett       Date:  2000-01       Impact factor: 6.005

10.  Tuneable pseudorotaxane formation between a biotin-avidin bioconjugate and CBPQT4+.

Authors:  Stuart T Caldwell; Graeme Cooke; Alan Cooper; Margaret Nutley; Gouher Rabani; Vincent Rotello; Brian O Smith; Patrice Woisel
Journal:  Chem Commun (Camb)       Date:  2008-05-08       Impact factor: 6.222

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  29 in total

1.  Chemoresponsive alternating supramolecular copolymers created from heterocomplementary calix[4]pyrroles.

Authors:  Jung Su Park; Ki Youl Yoon; Dong Sub Kim; Vincent M Lynch; Christopher W Bielawski; Keith P Johnston; Jonathan L Sessler
Journal:  Proc Natl Acad Sci U S A       Date:  2011-12-12       Impact factor: 11.205

Review 2.  Artificial Molecular Machines.

Authors:  Sundus Erbas-Cakmak; David A Leigh; Charlie T McTernan; Alina L Nussbaumer
Journal:  Chem Rev       Date:  2015-09-08       Impact factor: 60.622

3.  A molecular shuttle that operates inside a metal-organic framework.

Authors:  Kelong Zhu; Christopher A O'Keefe; V Nicholas Vukotic; Robert W Schurko; Stephen J Loeb
Journal:  Nat Chem       Date:  2015-05-04       Impact factor: 24.427

4.  Flexibility Coexists with Shape-Persistence in Cyanostar Macrocycles.

Authors:  Yun Liu; Abhishek Singharoy; Christopher G Mayne; Arkajyoti Sengupta; Krishnan Raghavachari; Klaus Schulten; Amar H Flood
Journal:  J Am Chem Soc       Date:  2016-04-05       Impact factor: 15.419

5.  Synergistic regulation of nonbinary molecular switches by protonation and light.

Authors:  Xin Zhang; Yu-Dong Yang; Zhi-Hao Lu; Li-Jin Xu; Jonathan L Sessler; Han-Yuan Gong
Journal:  Proc Natl Acad Sci U S A       Date:  2021-11-23       Impact factor: 11.205

6.  "Anti-electrostatic" Halogen Bonding between Ions of Like Charge.

Authors:  Jana M Holthoff; Robert Weiss; Sergiy V Rosokha; Stefan M Huber
Journal:  Chemistry       Date:  2021-10-01       Impact factor: 5.020

7.  A protein engineered to bind uranyl selectively and with femtomolar affinity.

Authors:  Lu Zhou; Mike Bosscher; Changsheng Zhang; Salih Ozçubukçu; Liang Zhang; Wen Zhang; Charles J Li; Jianzhao Liu; Mark P Jensen; Luhua Lai; Chuan He
Journal:  Nat Chem       Date:  2014-01-26       Impact factor: 24.427

8.  Anion-directed self-assembly of a 2,6-bis(2-anilinoethynyl)pyridine bis(amide) scaffold.

Authors:  Blakely W Tresca; Orion B Berryman; Lev N Zakharov; Darren W Johnson; Michael M Haley
Journal:  Supramol Chem       Date:  2016-01-29       Impact factor: 1.688

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

Authors:  Young Chun; N Jiten Singh; In-Chul Hwang; Jung Woo Lee; Seong Uk Yu; Kwang S Kim
Journal:  Nat Commun       Date:  2013       Impact factor: 14.919

10.  Highly defined, colloid-like ionic clusters in solution.

Authors:  Dennis Kurzbach; Daniel R Kattnig; Nane Pfaffenberger; Wolfgang Schärtl; Dariush Hinderberger
Journal:  ChemistryOpen       Date:  2012-09-05       Impact factor: 2.911

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