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Synthesis of Green/Blue Light Emitting Quinolines by Aza-D-A Reaction Using InCl(3) Catalyst

An efficient InCl(3)-catalyzed sequential reaction of aromatic amines, aromatic aldehydes and functionalized alkynes leading to the formation of new quinoline derivatives exhibiting significant fluorescence activities is described. The photophysical investigations of quinolines were carried out by a...

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Autores principales: Singh, Rajkumar Romeshkumar, Singh, Thokchom Prasanta, Singh, Ningthoujam Premananda, Naorem, Shanta Singh, Singh, Okram Mukherjee
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer US 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7679117/
https://www.ncbi.nlm.nih.gov/pubmed/33219402
http://dx.doi.org/10.1007/s10895-020-02647-3
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author Singh, Rajkumar Romeshkumar
Singh, Thokchom Prasanta
Singh, Ningthoujam Premananda
Naorem, Shanta Singh
Singh, Okram Mukherjee
author_facet Singh, Rajkumar Romeshkumar
Singh, Thokchom Prasanta
Singh, Ningthoujam Premananda
Naorem, Shanta Singh
Singh, Okram Mukherjee
author_sort Singh, Rajkumar Romeshkumar
collection PubMed
description An efficient InCl(3)-catalyzed sequential reaction of aromatic amines, aromatic aldehydes and functionalized alkynes leading to the formation of new quinoline derivatives exhibiting significant fluorescence activities is described. The photophysical investigations of quinolines were carried out by absorption and photoluminescence measurements. One particular compound 4 h having maximum intensity, emitting green colour (Φ = 0.78) with average life time of 6.20 ns was the best amongst the tested compounds. The presence of the amino group at the 4-aryl substituent of the quinoline backbone played an important role in executing the Povarov cyclization successfully and enhancing the flourescence properties of the newly synthesized quinolines. SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s10895-020-02647-3.
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spelling pubmed-76791172020-11-23 Synthesis of Green/Blue Light Emitting Quinolines by Aza-D-A Reaction Using InCl(3) Catalyst Singh, Rajkumar Romeshkumar Singh, Thokchom Prasanta Singh, Ningthoujam Premananda Naorem, Shanta Singh Singh, Okram Mukherjee J Fluoresc Original Article An efficient InCl(3)-catalyzed sequential reaction of aromatic amines, aromatic aldehydes and functionalized alkynes leading to the formation of new quinoline derivatives exhibiting significant fluorescence activities is described. The photophysical investigations of quinolines were carried out by absorption and photoluminescence measurements. One particular compound 4 h having maximum intensity, emitting green colour (Φ = 0.78) with average life time of 6.20 ns was the best amongst the tested compounds. The presence of the amino group at the 4-aryl substituent of the quinoline backbone played an important role in executing the Povarov cyclization successfully and enhancing the flourescence properties of the newly synthesized quinolines. SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s10895-020-02647-3. Springer US 2020-11-20 2021 /pmc/articles/PMC7679117/ /pubmed/33219402 http://dx.doi.org/10.1007/s10895-020-02647-3 Text en © Springer Science+Business Media, LLC, part of Springer Nature 2020 This article is made available via the PMC Open Access Subset for unrestricted research re-use and secondary analysis in any form or by any means with acknowledgement of the original source. These permissions are granted for the duration of the World Health Organization (WHO) declaration of COVID-19 as a global pandemic.
spellingShingle Original Article
Singh, Rajkumar Romeshkumar
Singh, Thokchom Prasanta
Singh, Ningthoujam Premananda
Naorem, Shanta Singh
Singh, Okram Mukherjee
Synthesis of Green/Blue Light Emitting Quinolines by Aza-D-A Reaction Using InCl(3) Catalyst
title Synthesis of Green/Blue Light Emitting Quinolines by Aza-D-A Reaction Using InCl(3) Catalyst
title_full Synthesis of Green/Blue Light Emitting Quinolines by Aza-D-A Reaction Using InCl(3) Catalyst
title_fullStr Synthesis of Green/Blue Light Emitting Quinolines by Aza-D-A Reaction Using InCl(3) Catalyst
title_full_unstemmed Synthesis of Green/Blue Light Emitting Quinolines by Aza-D-A Reaction Using InCl(3) Catalyst
title_short Synthesis of Green/Blue Light Emitting Quinolines by Aza-D-A Reaction Using InCl(3) Catalyst
title_sort synthesis of green/blue light emitting quinolines by aza-d-a reaction using incl(3) catalyst
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7679117/
https://www.ncbi.nlm.nih.gov/pubmed/33219402
http://dx.doi.org/10.1007/s10895-020-02647-3
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