Literature DB >> 25328662

Synthesis and optoelectronic properties of 2,6-bis(2-anilinoethynyl)pyridine scaffolds.

Jeffrey M Engle1, Calden N Carroll1, Darren W Johnson1, Michael M Haley1.   

Abstract

A series of sixteen bisphenylureas based on a 2,6-bis(2-anilinoethynyl)pyridine scaffold have been synthesized for use as potential anion sensors. Prior work with one of these receptors revealed a distinct fluorescence response in the presence of a suitable anion source with specificity towards chloride anion. This study demonstrates that the fluorescent properties of these receptors can be tuned through the systematic variation of the pendant functional groups.

Entities:  

Year:  2012        PMID： 25328662      PMCID： PMC4201053          DOI： 10.1039/C2SC00975G

Source DB:  PubMed          Journal:  Chem Sci        ISSN： 2041-6520            Impact factor:   9.825


  23 in total

1.  Anion Recognition and Sensing: The State of the Art and Future Perspectives.

Authors:  Paul D. Beer; Philip A. Gale
Journal:  Angew Chem Int Ed Engl       Date:  2001-02-02       Impact factor: 15.336

2.  What anions do to N-H-containing receptors.

Authors:  Valeria Amendola; David Esteban-Gómez; Luigi Fabbrizzi; Maurizio Licchelli
Journal:  Acc Chem Res       Date:  2006-05       Impact factor: 22.384

3.  Anion-pi Interactions: do they exist?

Authors:  David Quiñonero; Carolina Garau; Carmen Rotger; Antonio Frontera; Pablo Ballester; Antonio Costa; Pere M Deyà
Journal:  Angew Chem Int Ed Engl       Date:  2002-09-16       Impact factor: 15.336

4.  Design of fluorescent materials for chemical sensing.

Authors:  Lourdes Basabe-Desmonts; David N Reinhoudt; Mercedes Crego-Calama
Journal:  Chem Soc Rev       Date:  2007-02-02       Impact factor: 54.564

Review 5.  Bright ideas for chemical biology.

Authors:  Luke D Lavis; Ronald T Raines
Journal:  ACS Chem Biol       Date:  2008-03-20       Impact factor: 5.100

6.  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

Review 7.  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

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

Authors:  Calden N Carroll; Brian A Coombs; Sean P McClintock; Charles A Johnson; Orion B Berryman; Darren W Johnson; Michael M Haley
Journal:  Chem Commun (Camb)       Date:  2011-04-07       Impact factor: 6.222

9.  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

10.  Synthesis of symmetrical bis-alkynyl or alkyl pyridine and thiophene derivatives and their antiangiogenic activities.

Authors:  Chan Mug Ahn; Woon-Seob Shin; Ho Bum Woo; Seokjoon Lee; Hyean-Woo Lee
Journal:  Bioorg Med Chem Lett       Date:  2004-08-02       Impact factor: 2.823
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  12 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

Review 3.  Ion and molecular recognition using aryl-ethynyl scaffolding.

Authors:  Chris L Vonnegut; Blakely W Tresca; Darren W Johnson; Michael M Haley
Journal:  Chem Asian J       Date:  2015-01-13

4.  "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

5.  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

6.  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

7.  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

8.  Harnessing solid-state packing for selective detection of chloride in a macrocyclic anionophore.

Authors:  Chris L Vonnegut; Airlia M Shonkwiler; Lev N Zakharov; Michael M Haley; Darren W Johnson
Journal:  Chem Commun (Camb)       Date:  2016-07-21       Impact factor: 6.222

9.  Substituent Effects in CH Hydrogen Bond Interactions: Linear Free Energy Relationships and Influence of Anions.

Authors:  Blakely W Tresca; Ryan J Hansen; Calvin V Chau; Benjamin P Hay; Lev N Zakharov; Michael M Haley; Darren W Johnson
Journal:  J Am Chem Soc       Date:  2015-11-19       Impact factor: 15.419

10.  Aryl C-H···Cl(-) hydrogen bonding in a fluorescent anion sensor.

Authors:  Blakely W Tresca; Lev N Zakharov; Calden N Carroll; Darren W Johnson; Michael M Haley
Journal:  Chem Commun (Camb)       Date:  2013-07-10       Impact factor: 6.222
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