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<p>Benzimidazole scaffold as dipodal molecular cleft for swift and efficient naked eye fluoride ion recognition via preorganized N-H and aromatic C-H in aqueous media</p>

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Title Statement <p>Benzimidazole scaffold as dipodal molecular cleft for swift and efficient naked eye fluoride ion recognition via preorganized N-H and aromatic C-H in aqueous media</p>
 
Added Entry - Uncontrolled Name Jain, Anshu ; Department of Chemistry, Malaviya National Institute of Technology Jaipur, India
Gupta, Dr. RAGINI ; Department of Chemistry, Malaviya National Institute of Technology Jaipur, India Materials Research Centre, Malaviya National Institute of Technology Jaipur, India
Agarwal, Dr. Madhu ; Department of Chemical Engineering, Malaviya National Institute of Technology Jaipur, India
CSIR, New Delhi and DST-WTI, New Delhi
 
Uncontrolled Index Term Spectroscopy
Molecular recognition, Anion recognition, Fluoride ion recognition, Dipodal receptors, Colorimetric receptors Benzimidazoles, Preorganisation
 
Summary, etc. <p style="text-align: justify;">A series of elegantly designed cleft-like dipodal receptors, N,N'-bis-(5-(un)substituted-1H-benzoimidazol-2-ylalkyl)-isophthal-amides (<strong>RA-RD</strong>) has been synthesized and characterized for colorimetric detection of fluoride ion in 9:1 DMSO-water. The phenyl ring in the molecular framework of receptors is symmetrically armed with two benzimidazole moieties using amide groups as linkers to yield dipodal receptors, with multiple hydrogen bond donor sites for anion sensing. Anion binding studies, conducted qualitatively and spectroscopically in 9:1 DMSO-water, show that the receptor <strong>RC</strong> binds fluoride ion exclusively with a detection limit of 1.5 ppm over other anions. UV-visible spectra of receptor <strong>RC</strong> shows a considerable bathochromic shift of 117 nm from 348 nm to 465 nm upon addition of varying concentrations of fluoride ion (tetrabutylammonium salt). Jobs plot and mass spectroscopic data confirm 1:1 stoichiometric ratio between receptor <strong>RC</strong> and fluoride ion. <sup>1</sup>H NMR titration reveals the presence of hydrogen binding interactions between receptor <strong>RC</strong> and fluoride ion responsible for naked eye colour change. <sup>19</sup>F NMR titration further supports the binding interaction between receptor <strong>RC</strong> and fluoride ion. The binding constant of receptor <strong>RC</strong> for fluoride ion is calculated to be 5.59×10<sup>3</sup> <em>M</em><sup>-1</sup>.</p>
 
Publication, Distribution, Etc. Indian Journal of Chemistry -Section A (IJCA)
2020-11-02 10:48:11
 
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http://op.niscair.res.in/index.php/IJCA/article/view/13949
 
Data Source Entry Indian Journal of Chemistry -Section A (IJCA); ##issue.vol## 56, ##issue.no## 5 (2017): INDIAN JOURNAL OF CHEMISTRY - SECTION A
 
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Nonspecific Relationship Entry http://op.niscair.res.in/index.php/IJCA/article/download/13949/41280
http://op.niscair.res.in/index.php/IJCA/article/download/13949/41281
http://op.niscair.res.in/index.php/IJCA/article/download/13949/43142
 
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