Tunable Monooxime Hydrazide–hydrazone Ligands with Potential Sensing Applications: Synthetic Challenges and Optical Characterization

This research addresses the preparation of naphthalene monoxime hydrazide-hydrazones by traditional and innovative synthetic methods. The direct reaction between the corresponding carboxylic acid and hydrazine in the presence of <i>N</i>,<i>N'</i>-carbonyldiimidazole as the coupling agent outperformed the traditional approach. The obtained compounds exhibited very high molar absorptivity values associated with extended π-systems. Computational analysis provided insights into reactivity trends and electronic transitions involved in optical properties, shedding light on the future design of efficient metal ion sensors.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-11-06
DOI
https://doi.org/10.1021/acs.joc.5c01370
Primary Topic
Molecular Sensors and Ion Detection
Type
article
Field-Weighted Citation Impact
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article

Tunable Monooxime Hydrazide–hydrazone Ligands with Potential Sensing Applications: Synthetic Challenges and Optical Characterization

Margarita Brovetto, L. Galeazzi, Julia Torres, Nicolás Veiga
The Journal of Organic Chemistry
Molecular Sensors and Ion Detection
article

Tunable Monooxime Hydrazide–hydrazone Ligands with Potential Sensing Applications: Synthetic Challenges and Optical Characterization

Margarita Brovetto, L. Galeazzi, Julia Torres, Nicolás Veiga
article en

Abstract

This research addresses the preparation of naphthalene monoxime hydrazide-hydrazones by traditional and innovative synthetic methods. The direct reaction between the corresponding carboxylic acid and hydrazine in the presence of <i>N</i>,<i>N'</i>-carbonyldiimidazole as the coupling agent outperformed the traditional approach. The obtained compounds exhibited very high molar absorptivity values associated with extended π-systems. Computational analysis provided insights into reactivity trends and electronic transitions involved in optical properties, shedding light on the future design of efficient metal ion sensors.

The Journal of Organic ChemistryVol. 90(46)
Universidad de la República de Uruguay (UY), Rede de Química e Tecnologia (PT), Instituto de Química Orgánica General (ES), Universidad La República (CL)
Openalex Percentile: Top 69%
Molecular Sensors and Ion Detection
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