CuO/CaO mediated synthesis of amino-1,8-naphthalimides from the nitro analogues

Amino-1,8-naphthalimides are a sought-after class of materials due to their optoelectronic properties. This work demonstrates the application of CuO/CaO for a chemoselective synthesis of amino-1,8-naphthalimide fluorophores from the corresponding nitro-analogues with 100% conversion and selectivity....

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Main Authors: Karuppusamy Rajendran, Ananthu Shanmughan, Pandurangan Nanjan, Deepak Krishnan Balaji, Sankarasekaran Shanmugaraju, Dinesh Jagadeesan
Format: Article
Language:English
Published: Elsevier 2022-01-01
Series:Results in Chemistry
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2211715622001497
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author Karuppusamy Rajendran
Ananthu Shanmughan
Pandurangan Nanjan
Deepak Krishnan Balaji
Sankarasekaran Shanmugaraju
Dinesh Jagadeesan
author_facet Karuppusamy Rajendran
Ananthu Shanmughan
Pandurangan Nanjan
Deepak Krishnan Balaji
Sankarasekaran Shanmugaraju
Dinesh Jagadeesan
author_sort Karuppusamy Rajendran
collection DOAJ
description Amino-1,8-naphthalimides are a sought-after class of materials due to their optoelectronic properties. This work demonstrates the application of CuO/CaO for a chemoselective synthesis of amino-1,8-naphthalimide fluorophores from the corresponding nitro-analogues with 100% conversion and selectivity. The reaction was completed in 10 min in isopropyl alcohol using hydrazine hydrate as a reducing agent at 80 °C. The material was characterized using XRD, FT-IR, SEM, TEM, and adsorption techniques. The product, 4-amino-1,8-naphthalimides, was characterized by using NMR (1H and 13C), LCMS, and photophysical properties were measured in DCM at 298 K.
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spelling doaj.art-f41249d07fd14704be52726441f6da552022-12-22T03:53:12ZengElsevierResults in Chemistry2211-71562022-01-014100430CuO/CaO mediated synthesis of amino-1,8-naphthalimides from the nitro analoguesKaruppusamy Rajendran0Ananthu Shanmughan1Pandurangan Nanjan2Deepak Krishnan Balaji3Sankarasekaran Shanmugaraju4Dinesh Jagadeesan5Department of Chemistry, Indian Institute of Technology Palakkad, Ahalia Integrated Campus, Kozhippara, Palakkad 678 557, IndiaDepartment of Chemistry, Indian Institute of Technology Palakkad, Ahalia Integrated Campus, Kozhippara, Palakkad 678 557, IndiaDepartment of Chemistry, Indian Institute of Technology Palakkad, Ahalia Integrated Campus, Kozhippara, Palakkad 678 557, IndiaDepartment of Chemistry, Indian Institute of Technology Palakkad, Ahalia Integrated Campus, Kozhippara, Palakkad 678 557, IndiaDepartment of Chemistry, Indian Institute of Technology Palakkad, Ahalia Integrated Campus, Kozhippara, Palakkad 678 557, India; Corresponding authors at: Department of Chemistry, Indian Institute of Technology Palakkad, Ahalia Integrated Campus, Kozhippara, Palakkad 678 557, India (D. Jagadeesan).Department of Chemistry, Indian Institute of Technology Palakkad, Ahalia Integrated Campus, Kozhippara, Palakkad 678 557, India; Environmental Sciences and Sustainable Engineering Center (ESSENCE), Indian Institute of Technology Palakkad, Ahalia Integrated Campus, Kozhippara, Palakkad 678 557, India; Corresponding authors at: Department of Chemistry, Indian Institute of Technology Palakkad, Ahalia Integrated Campus, Kozhippara, Palakkad 678 557, India (D. Jagadeesan).Amino-1,8-naphthalimides are a sought-after class of materials due to their optoelectronic properties. This work demonstrates the application of CuO/CaO for a chemoselective synthesis of amino-1,8-naphthalimide fluorophores from the corresponding nitro-analogues with 100% conversion and selectivity. The reaction was completed in 10 min in isopropyl alcohol using hydrazine hydrate as a reducing agent at 80 °C. The material was characterized using XRD, FT-IR, SEM, TEM, and adsorption techniques. The product, 4-amino-1,8-naphthalimides, was characterized by using NMR (1H and 13C), LCMS, and photophysical properties were measured in DCM at 298 K.http://www.sciencedirect.com/science/article/pii/S2211715622001497Solid reagentNaphthalimideCuO/CaOReductionSolvatochromism
spellingShingle Karuppusamy Rajendran
Ananthu Shanmughan
Pandurangan Nanjan
Deepak Krishnan Balaji
Sankarasekaran Shanmugaraju
Dinesh Jagadeesan
CuO/CaO mediated synthesis of amino-1,8-naphthalimides from the nitro analogues
Results in Chemistry
Solid reagent
Naphthalimide
CuO/CaO
Reduction
Solvatochromism
title CuO/CaO mediated synthesis of amino-1,8-naphthalimides from the nitro analogues
title_full CuO/CaO mediated synthesis of amino-1,8-naphthalimides from the nitro analogues
title_fullStr CuO/CaO mediated synthesis of amino-1,8-naphthalimides from the nitro analogues
title_full_unstemmed CuO/CaO mediated synthesis of amino-1,8-naphthalimides from the nitro analogues
title_short CuO/CaO mediated synthesis of amino-1,8-naphthalimides from the nitro analogues
title_sort cuo cao mediated synthesis of amino 1 8 naphthalimides from the nitro analogues
topic Solid reagent
Naphthalimide
CuO/CaO
Reduction
Solvatochromism
url http://www.sciencedirect.com/science/article/pii/S2211715622001497
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