Issue 3, 2015

Triazole-appended BODIPY–piperazine conjugates and their efficacy toward mercury sensing

Abstract

An expeditious synthesis of new click reaction-based BODIPY–piperazine conjugates separated by alkyl spacers (4–7) has been described. The compounds under investigation have been thoroughly characterized by various physicochemical techniques viz., elemental analyses, IR, HRMS, NMR (1H, 13C, 11B and 19F), electronic absorption, emission and theoretical studies. The comparative sensing abilities of 4–7 toward a range of metal ions have been investigated by various methods. Among these compounds, only 7 exhibited appreciable selectivity towards Hg2+, while the others remained inactive in the presence of various metal ions. Binding constant and Job's plot analysis indicated 1 : 1 stoichiometry between 7 and Hg2+. HRMS data and theoretical studies undoubtedly indicated the formation of a 7·Hg2+ complex and interaction of Hg2+ with the probe via nitrogen atoms in the piperazine and triazole units.

Graphical abstract: Triazole-appended BODIPY–piperazine conjugates and their efficacy toward mercury sensing

Supplementary files

Article information

Article type
Paper
Submitted
20 Sep 2014
Accepted
05 Jan 2015
First published
06 Jan 2015

New J. Chem., 2015,39, 2233-2239

Author version available

Triazole-appended BODIPY–piperazine conjugates and their efficacy toward mercury sensing

R. S. Singh, R. K. Gupta, R. P. Paitandi, A. Misra and D. S. Pandey, New J. Chem., 2015, 39, 2233 DOI: 10.1039/C4NJ01625D

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