Synthesis, properties and fluoride sensing of hydrazide incorporated 1,8-naththalimide Troger’s bases

We report the synthesis of novel benzohydrazide incorporated naphthalimide troger’s base systems ( 1–4 ) via condensation of naphthalimide with various aryl hydrazides in high yields (86–94%). 1–4 shows strong absorption (λ max = ~ 385 nm) and emission (λ max = ~ 490 nm, ϕ f = 13–57%) in the visible region. Compound 1 found to exhibit selective fluorescent sensing of fluoride ion. The presence of hydrazine functionality in the molecular framework undergoes deprotonation via H-bonding interactions leading to significant quenching of fluorescence. The limit of detection has been calculated to be 9.05 µM. In addition, compound 1 is highly selective towards the fluoride ions among various anions such as OH − , HSO 4 − , NO 2 − , BF 4 − , CN − and OClO 4 − tested.

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Publication Details

Journal
Scientific Reports
Published
2026-11-05
DOI
https://doi.org/10.1038/s41598-026-75282-w
Primary Topic
Molecular Sensors and Ion Detection
Type
article
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article

Synthesis, properties and fluoride sensing of hydrazide incorporated 1,8-naththalimide Troger’s bases

Aditya Vikram Jain, Thakur Gurjeet Singh, Faisal Imam, Aravind R. Nesaragi et al.
Scientific Reports
Molecular Sensors and Ion Detection
article

Synthesis, properties and fluoride sensing of hydrazide incorporated 1,8-naththalimide Troger’s bases

Aditya Vikram Jain, Thakur Gurjeet Singh, Faisal Imam, Aravind R. Nesaragi, T. M. Sharanakumar, Vinuta Kamat, Poulami Majumder, Nisha Bansal, Sharanappa Chapi, Naif Slamah Alrashedi
article en

Abstract

We report the synthesis of novel benzohydrazide incorporated naphthalimide troger’s base systems ( 1–4 ) via condensation of naphthalimide with various aryl hydrazides in high yields (86–94%). 1–4 shows strong absorption (λ max = ~ 385 nm) and emission (λ max = ~ 490 nm, ϕ f = 13–57%) in the visible region. Compound 1 found to exhibit selective fluorescent sensing of fluoride ion. The presence of hydrazine functionality in the molecular framework undergoes deprotonation via H-bonding interactions leading to significant quenching of fluorescence. The limit of detection has been calculated to be 9.05 µM. In addition, compound 1 is highly selective towards the fluoride ions among various anions such as OH − , HSO 4 − , NO 2 − , BF 4 − , CN − and OClO 4 − tested.

Scientific Reports
Uppsala University (SE), Teerthanker Mahaveer University (IN), B.M.S. College of Engineering (IN), King Saud University (SA), Dayananda Sagar College of Engineering (IN), Mahaveer University (IN), Ballari Institute of Technology & Management (IN), Graphic Era University (IN), Chitkara University (IN)
Openalex Percentile: Top 28%
Molecular Sensors and Ion Detection
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Synthesis, properties and fluoride sensing of hydrazide incorporated 1,8-naththalimide Troger’s bases — Aditya Vikram Jain, Thakur Gurjeet Singh, et al. · Scientific Reports (2026) | TGRS Research Map | TGRS