Literature DB >> 21472189

Anion-dependent fluorescence in bis(anilinoethynyl)pyridine derivatives: switchable ON-OFF and OFF-ON responses.

Calden N Carroll1, Brian A Coombs, Sean P McClintock, Charles A Johnson, Orion B Berryman, Darren W Johnson, Michael M Haley.   

Abstract

Urea and sulfonamide derivatives of 1 exhibit ON-OFF and OFF-ON switchable fluorescent and colorimetric responses upon protonation. The magnitude of the fluorescence event is dictated by the anion, resulting in a rare, fully organic "turn-on" fluorescent sensor for chloride. © The Royal Society of Chemistry 2011

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Year:  2011        PMID： 21472189      PMCID： PMC4028034          DOI： 10.1039/c1cc10947b

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  11 in total

1.  Structure-property relationships of donor/acceptor-functionalized tetrakis(phenylethynyl)benzenes and bis(dehydrobenzoannuleno)benzenes.

Authors:  Jeremiah A Marsden; Jeremie J Miller; Laura D Shirtcliff; Michael M Haley
Journal:  J Am Chem Soc       Date:  2005-03-02       Impact factor: 15.419

2.  Acridinone-based anion receptors and sensors.

Authors:  Sergio E García-Garrido; Claudia Caltagirone; Mark E Light; Philip A Gale
Journal:  Chem Commun (Camb)       Date:  2007-01-26       Impact factor: 6.222

3.  Systematic structure-property investigations and ion-sensing studies of pyridine-derivatized donor/acceptor tetrakis(arylethynyl)benzenes.

Authors:  Eric L Spitler; Laura D Shirtcliff; Michael M Haley
Journal:  J Org Chem       Date:  2007-01-05       Impact factor: 4.354

4.  Cruciforms as functional fluorophores: response to protons and selected metal ions.

Authors:  Anthony J Zucchero; James N Wilson; Uwe H F Bunz
Journal:  J Am Chem Soc       Date:  2006-09-13       Impact factor: 15.419

5.  Synthesis and photophysical evaluation of charge neutral thiourea or urea based fluorescent PET sensors for bis-carboxylates and pyrophosphate.

Authors:  Thorfinnur Gunnlaugsson; Anthony P Davis; John E O'Brien; Mark Glynn
Journal:  Org Biomol Chem       Date:  2004-11-09       Impact factor: 3.876

Review 6.  Arylethynyl receptors for neutral molecules and anions: emerging applications in cellular imaging.

Authors:  Calden N Carroll; John J Naleway; Michael M Haley; Darren W Johnson
Journal:  Chem Soc Rev       Date:  2010-08-31       Impact factor: 54.564

7.  Cross-conjugated cruciform fluorophores.

Authors:  Anthony J Zucchero; Psaras L McGrier; Uwe H F Bunz
Journal:  Acc Chem Res       Date:  2010-03-16       Impact factor: 22.384

8.  Protonation activates anion binding and alters binding selectivity in new inherently fluorescent 2,6-bis(2-anilinoethynyl)pyridine bisureas.

Authors:  Calden N Carroll; Orion B Berryman; Charles A Johnson; Lev N Zakharov; Michael M Haley; Darren W Johnson
Journal:  Chem Commun (Camb)       Date:  2009-03-27       Impact factor: 6.222

Review 9.  Photochemical internalization (PCI) in cancer therapy: from bench towards bedside medicine.

Authors:  Ole-Jacob Norum; Pål Kristian Selbo; Anette Weyergang; Karl-Erik Giercksky; Kristian Berg
Journal:  J Photochem Photobiol B       Date:  2009-05-08       Impact factor: 6.252

10.  Pyridine-containing m-phenylene ethynylene oligomers having tunable basicities.

Authors:  Jennifer M Heemstra; Jeffrey S Moore
Journal:  Org Lett       Date:  2004-03-04       Impact factor: 6.005
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  17 in total

1.  Do CH-Anion and Anion-π Interactions Alter the Mechanism of 2:1 Host-Guest Complexation in Arylethynyl Monourea Anion Receptors?

Authors:  Lisa M Eytel; Annie K Gilbert; Paul Görner; Lev N Zakharov; Darren W Johnson; Michael M Haley
Journal:  Chemistry       Date:  2017-03-06       Impact factor: 5.236

2.  The road to aryl CHanion binding was paved with good intentions: fundamental studies, host design, and historical perspectives in CH hydrogen bonding.

Authors:  Lisa M Eytel; Hazel A Fargher; Michael M Haley; Darren W Johnson
Journal:  Chem Commun (Camb)       Date:  2019-04-04       Impact factor: 6.222

3.  "Off-on" aggregation-based fluorescent sensor for the detection of chloride in water.

Authors:  Michelle M Watt; Jeffrey M Engle; Kurtis C Fairley; Timothy E Robitshek; Michael M Haley; Darren W Johnson
Journal:  Org Biomol Chem       Date:  2015-03-11       Impact factor: 3.876

4.  Molecular Self Assembly: Solvent Guests Tune the Conformation of a Series of 2,6-Bis(2-anilinoethynyl)pyridine-Based Ureas.

Authors:  Jeffrey M Engle; P S Lakshminarayanan; Calden N Carroll; Lev N Zakharov; Michael M Haley; Darren W Johnson
Journal:  Cryst Growth Des       Date:  2011-11-02       Impact factor: 4.076

5.  Spermine detection via metal-mediated ethynylarene 'turn-on' fluorescence signaling.

Authors:  James T Fletcher; Brent S Bruck
Journal:  Sens Actuators B Chem       Date:  2015-02-01       Impact factor: 7.460

6.  Solid-State Examination of Conformationally Diverse Sulfonamide Receptors Based on Bis(2-anilinoethynyl)pyridine, -Bipyridine, and -Thiophene.

Authors:  Orion B Berryman; Charles A Johnson; Chris L Vonnegut; Kevin A Fajardo; Lev N Zakharov; Darren W Johnson; Michael M Haley
Journal:  Cryst Growth Des       Date:  2015-03-04       Impact factor: 4.076

7.  An anion-modulated three-way supramolecular switch that selectively binds dihydrogen phosphate, H2PO4-.

Authors:  Jesse V Gavette; Nancy S Mills; Lev N Zakharov; Charles A Johnson; Darren W Johnson; Michael M Haley
Journal:  Angew Chem Int Ed Engl       Date:  2013-08-09       Impact factor: 15.336

8.  Selective nitrate binding in competitive hydrogen bonding solvents: do anion-π interactions facilitate nitrate selectivity?

Authors:  Michelle M Watt; Lev N Zakharov; Michael M Haley; Darren W Johnson
Journal:  Angew Chem Int Ed Engl       Date:  2013-08-12       Impact factor: 15.336

9.  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

10.  Dicarboxylated ethynylarenes as buffer-dependent chemosensors for Cd(II), Pb(II) and Zn(II).

Authors:  James T Fletcher; Brent S Bruck; Douglas E Deever
Journal:  Tetrahedron Lett       Date:  2013-09-25       Impact factor: 2.415
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