An NBD-armed thiacalix[4]arene-derived colorimetric and fluorometric chemosensor for Ag+: A metal–ligand receptor of anions

Fu, Yu; Mu, Lan; Zeng, Xi; Zhao, Jiang Lin; Redshaw, Carl; Ni, Xin Long; Yamato, Takehiko

Abstract

A new type of thiacalix[4]arene-based chemosensor 2a and 2b containing amino groups as a binding site and 7-nitrobenzo-2-oxa-1,3-diazole (NBD) as a chromophore have been synthesized and characterized by single crystal X-ray diffraction and by NMR spectroscopic methods. Each receptor acted as a strong colorimetric and fluorometric sensor for silver ions and exhibited significant stepwise deprotonation of NH as evidenced by a bathochromic shift in both the UV-vis absorption and fluorescence emission spectra after addition of an Ag+ cation. Furthermore, the metal–ligand complex 2a·Ag+ can be exploited as an ion-pair receptor for the recognition of F−, AcO− or I− anions through switching the detection signal output (can been distinguished by ‘naked eye’). However, receptor 2b·Ag+ displays a selective response only to iodide ion. These results could be attributed to the slightly different structural conformation between receptors 2a and 2b, which are derived from a 1,3-alternate-thiacalix[4]arene scaffold, suggesting they play a key role in the selective and binding ability of the host chemosensors. © 2013 The Royal Society of Chemistry.

Citation

Fu, Y., Mu, L., Zeng, X., Zhao, J. L., Redshaw, C., Ni, X. L., & Yamato, T. (2013). An NBD-armed thiacalix[4]arene-derived colorimetric and fluorometric chemosensor for Ag+: A metal–ligand receptor of anions. Dalton Transactions : an international journal of inorganic chemistry, 42(10), 3552-3560. https://doi.org/10.1039/c2dt32115g

• Journal Article Type: Article
• Acceptance Date: Nov 29, 2012
• Online Publication Date: Nov 29, 2012
• Publication Date: Feb 12, 2013
• Deposit Date: Jun 8, 2022
• Journal: Journal of the Chemical Society. Dalton Transactions
• Print ISSN: 1477-9226
• Electronic ISSN: 1477-9234
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 42
• Issue: 10
• Pages: 3552-3560
• DOI: https://doi.org/10.1039/c2dt32115g
• Public URL: https://hull-repository.worktribe.com/output/3622075