Fluorescence Recognition of Hydrazine Driven by Neighboring Group Participation
- PMID: 38997565
- DOI: 10.1007/s10895-024-03782-x
Fluorescence Recognition of Hydrazine Driven by Neighboring Group Participation
Abstract
Hydrazine (N2H4) has toxic effects on the environment. Although a variety of reactive probes have been used to identify hydrazine, practical applications required continuous development of hydrazine fluorescent probes with improved performance. Here, we applied the neighboring group participation (NGP) to the design of a fluorescent probe for hydrazine. The probe exhibited a rapid response to N2H4 and strong anti-interference ability, with detection limited to 0.031 μmol/L. Theoretical calculation showed that the energy barrier could be reduced by NGP. The cyclic intermediate formed by the indole ring and the α-ester carbonyl group significantly reduced the activation energy of the reaction. Practically, the probe could detect hydrazine in actual water samples.
Keywords: Fluorescent probe; Hydrazine; Neighboring group participation.
© 2024. The Author(s), under exclusive licence to Springer Science+Business Media, LLC, part of Springer Nature.
Conflict of interest statement
Declarations. Ethics Approval: There is no ethic approval required for this research work. Competing Interests: The authors declare no competing interests.
References
-
- Ragnarsson U (2001) Synthetic methodology for alkyl substituted hydrazines. Chem Soc Rev 30(4):205–213. https://doi.org/10.1039/b010091a - DOI
-
- Gu HX, Ran R, Zhou W, Shao ZP, Jin WQ, Xu NP, Ahn J (2008) Solid-oxide fuel cell operated on in situ catalytic decomposition products of liquid hydrazine. J Power Sources 177:323–329. https://doi.org/10.1016/j.jpowsour.2007.11.062 - DOI
-
- Belghiti ME, Echihi S, Dafali A, Karzazi Y, Bakasse M, Elalaoui-Elabdallaoui H, Olasunkanmi LO, Ebenso EE, Tabyaoui M (2019) Computational simulation and statistical analysis on the relationship between corrosion inhibition efficiency and molecular structure of some hydrazine derivatives in phosphoric acid on mild steel surface. Appl Surf Sci 491:707–722. https://doi.org/10.1016/j.apsusc.2019.04.125 - DOI
-
- Noda A, Ishizawa M, Ohno K, Sendo T, Noda H (1986) Relationship between oxidative metabolites of hydrazine and hydrazine-induced mutagenicity. Toxicol Lett 31:131–137. https://doi.org/10.1016/0378-4274(86)90006-8 - DOI - PubMed
-
- Steinhoff D, Mohr U (1988) The question of carcinogenic effects of hydrazine. Exp Pathol 33:133–143. https://doi.org/10.1016/s0232-1513(88)80060-4 - DOI - PubMed
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