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Selective Phase Transfer Reagents (OxP-crowns) for Chromogenic Detection of Nitrates Especially Ammonium Nitrate

Chahal, Mandeep Kaur, Payne, Daniel T., Labuta, Jan, Karr, Paul A., D'Souza, Francis, Ariga, Katsuhiko, Hill, Jonathan P. (2020) Selective Phase Transfer Reagents (OxP-crowns) for Chromogenic Detection of Nitrates Especially Ammonium Nitrate. Chemistry - A European Journal, 26 (58). pp. 13177-13183. ISSN 0947-6539. E-ISSN 1521-3765. (doi:10.1002/chem.202003166) (Access to this publication is currently restricted. You may be able to access a copy if URLs are provided) (KAR id:103662)

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Nitrogen and phosphorus-containing ions such as ammonium, nitrates and phosphates are anthropogenic pollutants while ammonium nitrate may be diverted for nefarious purposes in improvised explosive devices. Crown ether-oxoporphyrinogen conjugates (OxP-crowns) are used to selectively detect nitrates, especially their ion pairs with K+ and NH4+, based on ion pair complexation of OxP-crowns under phase transfer conditions. The presence of phosphate and carbonate lead to deprotonation of OxP-crowns. OxP-1N18C6 is capable of extracting ion pairs with nitrate from aqueous phase leading to a selective chromogenic response. Deprotonation of the OxP moiety leads to [OxP−]-1N18C6[K+] and is promoted by crown ether selective cation binding coupled with hydration of basic oxoanions, which are constrained to remain in the aqueous phase. This work illustrates the utility of molecular design to exploit partitioning and ion hydration effects establishing the selectivity of the chromogenic response.

Item Type: Article
DOI/Identification number: 10.1002/chem.202003166
Subjects: Q Science > QD Chemistry
Divisions: Divisions > Division of Natural Sciences > Chemistry and Forensics
Funders: National Science Foundation (
Depositing User: Mandeep Kaur Chahal
Date Deposited: 09 Nov 2023 13:12 UTC
Last Modified: 10 Nov 2023 11:35 UTC
Resource URI: (The current URI for this page, for reference purposes)

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Chahal, Mandeep Kaur.

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