An Anthracene-Based Tripodal Chemosensor for Anion Sensing

Whitney A. Quinn, Musabbir A. Saeed, Douglas R. Powell and Md. Alamgir Hossain
Additional contact information
Whitney A. Quinn: Department of Chemistry and Biochemistry, Jackson State University, Jackson, MS 39217, USA
Musabbir A. Saeed: Department of Chemistry and Biochemistry, Jackson State University, Jackson, MS 39217, USA
Douglas R. Powell: Department of Chemistry and Biochemistry, University of Oklahoma, Norman, OK 73019, USA
Md. Alamgir Hossain: Department of Chemistry and Biochemistry, Jackson State University, Jackson, MS 39217, USA

IJERPH, 2010, vol. 7, issue 5, 1-14

Abstract: An anthracene-based tripodal ligand was synthesized from the condensation of tren with 9-anthraldehyde, and the subsequent reduction with sodium borohydride. The neutral ligand was protonated from the reaction with p -toluenesulfonic acid to give a triply charged chemosensor that was examined for its anion binding ability toward fluoride, chloride, bromide, sulfate and nitrate by the fluorescence spectroscopy in DMSO. The addition of an anion to the ligand resulted in an enhancement in fluorescence intensity at the excitation of 310 nm. Analysis of the spectral changes suggested that the ligand formed a 1:1 complex with each of the anions, showing strong affinity for fluoride and sulfate in DMSO. The unsubstituted tren was reacted with sulfuric acid to form a sulfate complex and the structure was determined by the X-ray crystallography. Analysis of the complex revealed that three sulfates are held between two ligands by multiple hydrogen bonding interactions with protonated amines.

Keywords: Tren; chemosensor; anion complex; fluorescence titrations; anion receptor (search for similar items in EconPapers)
JEL-codes: I I1 I3 Q Q5 (search for similar items in EconPapers)
Date: 2010
References: View complete reference list from CitEc
Citations:

Downloads: (external link)
https://www.mdpi.com/1660-4601/7/5/2057/pdf (application/pdf)
https://www.mdpi.com/1660-4601/7/5/2057/ (text/html)

Related works:
This item may be available elsewhere in EconPapers: Search for items with the same title.

Export reference: BibTeX RIS (EndNote, ProCite, RefMan) HTML/Text

Persistent link: https://EconPapers.repec.org/RePEc:gam:jijerp:v:7:y:2010:i:5:p:2057-2070:d:8190

Access Statistics for this article

IJERPH is currently edited by Ms. Jenna Liu

More articles in IJERPH from MDPI
Bibliographic data for series maintained by MDPI Indexing Manager ().