Literature DB >> 23843050

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

Blakely W Tresca1, Lev N Zakharov, Calden N Carroll, Darren W Johnson, Michael M Haley.   

Abstract

A new phenyl-acetylene receptor containing a carbonaceous hydrogen bond donor activates anion binding in conjunction with two stabilizing ureas. The unusual CH···Cl(-) hydrogen bond is apparent in solution by large (1)H NMR chemical shifts and by a short, linear contact in the solid state.

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Year:  2013        PMID： 23843050      PMCID： PMC4012615          DOI： 10.1039/c3cc44574g

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


  24 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.  Extension of the self-consistent spectrophotometric basicity scale in acetonitrile to a full span of 28 pKa units: unification of different basicity scales.

Authors:  Ivari Kaljurand; Agnes Kütt; Lilli Sooväli; Toomas Rodima; Vahur Mäemets; Ivo Leito; Ilmar A Koppel
Journal:  J Org Chem       Date:  2005-02-04       Impact factor: 4.354

3.  Influence of substituents on the strength of aryl C-H...anion hydrogen bonds.

Authors:  Vyacheslav S Bryantsev; Benjamin P Hay
Journal:  Org Lett       Date:  2005-10-27       Impact factor: 6.005

4.  Benzene-, pyrrole-, and furan-containing diametrically strapped calix[4]pyrroles--an experimental and theoretical study of hydrogen-bonding effects in chloride anion recognition.

Authors:  Dae-Wi Yoon; Dustin E Gross; Vincent M Lynch; Jonathan L Sessler; Benjamin P Hay; Chang-Hee Lee
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

5.  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

6.  Anion binding in aqueous media by a tetra-triazolium macrocycle.

Authors:  Nicholas G White; Sílvia Carvalho; Vítor Félix; Paul D Beer
Journal:  Org Biomol Chem       Date:  2012-07-24       Impact factor: 3.876

7.  Are C-H groups significant hydrogen bonding sites in anion receptors? Benzene complexes with Cl-, NO3-, and ClO4-.

Authors:  Vyacheslav S Bryantsev; Benjamin P Hay
Journal:  J Am Chem Soc       Date:  2005-06-15       Impact factor: 15.419

8.  Aryl-substituted C3-bridged oligopyrroles as anion receptors for formation of supramolecular organogels.

Authors:  Hiromitsu Maeda; Yohei Haketa; Takashi Nakanishi
Journal:  J Am Chem Soc       Date:  2007-10-10       Impact factor: 15.419

9.  Anion-arene adducts: C-H hydrogen bonding, anion-pi interaction, and carbon bonding motifs.

Authors:  Benjamin P Hay; Vyacheslav S Bryantsev
Journal:  Chem Commun (Camb)       Date:  2008-03-04       Impact factor: 6.222

10.  1,2,3-Triazole CH...Cl(-) contacts guide anion binding and concomitant folding in 1,4-diaryl triazole oligomers.

Authors:  Hemraj Juwarker; Jeremy M Lenhardt; David M Pham; Stephen L Craig
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336
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  15 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.  Hydrogen bond design principles.

Authors:  Lucas J Karas; Chia-Hua Wu; Ranjita Das; Judy I-Chia Wu
Journal:  Wiley Interdiscip Rev Comput Mol Sci       Date:  2020-05-16

3.  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 4.  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

5.  "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

6.  Tuning Supramolecular Selectivity for Hydrosulfide: Linear Free Energy Relationships Reveal Preferential C-H Hydrogen Bond Interactions.

Authors:  Hazel A Fargher; Nathanael Lau; H Camille Richardson; Paul Ha-Yeon Cheong; Michael M Haley; Michael D Pluth; Darren W Johnson
Journal:  J Am Chem Soc       Date:  2020-04-24       Impact factor: 15.419

7.  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

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.  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
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