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N-Arylation of protected and unprotected 5-Bromo-2-aminobenzimidazole as organic material: Non-Linear Optical (NLO) properties and structural feature determination through computational approach

The interest in the NLO response of organic compounds is growing rapidly, due to the ease of synthesis, availability, and low loss. Here, in this study, Cu(II)-catalyzed selective N-arylation of 2-aminobenzimidazoles derivatives were achieved in the presence of different bases Et3N/TMEDA, solvent...

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Main Authors: Mumtaz, Mubeen, Rasool, Nasir, Ahmad, Gulraiz, Kosar, Naveen, Rashid, Umer
Format: Article
Published: MDPI 2021
Online Access:http://psasir.upm.edu.my/id/eprint/94333/
https://www.mdpi.com/1420-3049/26/22/6920
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spelling my.upm.eprints.943332023-04-05T02:37:34Z http://psasir.upm.edu.my/id/eprint/94333/ N-Arylation of protected and unprotected 5-Bromo-2-aminobenzimidazole as organic material: Non-Linear Optical (NLO) properties and structural feature determination through computational approach Mumtaz, Mubeen Rasool, Nasir Ahmad, Gulraiz Kosar, Naveen Rashid, Umer The interest in the NLO response of organic compounds is growing rapidly, due to the ease of synthesis, availability, and low loss. Here, in this study, Cu(II)-catalyzed selective N-arylation of 2-aminobenzimidazoles derivatives were achieved in the presence of different bases Et3N/TMEDA, solvents DCM/MeOH/H2O, and various aryl boronic acids under open atmospheric conditions. Two different copper-catalyzed pathways were selected for N-arylation in the presence of active nucleophilic sites, providing a unique tool for the preparation of NLO materials, C-NH (aryl) derivatives of 2-aminobenzimidazoles with protection and without protection of NH2 group. In addition to NMR analysis, all synthesized derivatives (1a–1f and 2a–2f) of 5-bromo-2-aminobenzimidazole (1) were computed for their non-linear optical (NLO) properties and reactivity descriptor parameters. Frontier molecular orbital (FMO) analysis was performed to get information about the electronic properties and reactivity of synthesized compounds. MDPI 2021-11-17 Article PeerReviewed Mumtaz, Mubeen and Rasool, Nasir and Ahmad, Gulraiz and Kosar, Naveen and Rashid, Umer (2021) N-Arylation of protected and unprotected 5-Bromo-2-aminobenzimidazole as organic material: Non-Linear Optical (NLO) properties and structural feature determination through computational approach. Molecules, 26 (22). art. no. 6920. pp. 1-17. ISSN 1420-3049 https://www.mdpi.com/1420-3049/26/22/6920 10.3390/molecules26226920
institution Universiti Putra Malaysia
building UPM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Putra Malaysia
content_source UPM Institutional Repository
url_provider http://psasir.upm.edu.my/
description The interest in the NLO response of organic compounds is growing rapidly, due to the ease of synthesis, availability, and low loss. Here, in this study, Cu(II)-catalyzed selective N-arylation of 2-aminobenzimidazoles derivatives were achieved in the presence of different bases Et3N/TMEDA, solvents DCM/MeOH/H2O, and various aryl boronic acids under open atmospheric conditions. Two different copper-catalyzed pathways were selected for N-arylation in the presence of active nucleophilic sites, providing a unique tool for the preparation of NLO materials, C-NH (aryl) derivatives of 2-aminobenzimidazoles with protection and without protection of NH2 group. In addition to NMR analysis, all synthesized derivatives (1a–1f and 2a–2f) of 5-bromo-2-aminobenzimidazole (1) were computed for their non-linear optical (NLO) properties and reactivity descriptor parameters. Frontier molecular orbital (FMO) analysis was performed to get information about the electronic properties and reactivity of synthesized compounds.
format Article
author Mumtaz, Mubeen
Rasool, Nasir
Ahmad, Gulraiz
Kosar, Naveen
Rashid, Umer
spellingShingle Mumtaz, Mubeen
Rasool, Nasir
Ahmad, Gulraiz
Kosar, Naveen
Rashid, Umer
N-Arylation of protected and unprotected 5-Bromo-2-aminobenzimidazole as organic material: Non-Linear Optical (NLO) properties and structural feature determination through computational approach
author_facet Mumtaz, Mubeen
Rasool, Nasir
Ahmad, Gulraiz
Kosar, Naveen
Rashid, Umer
author_sort Mumtaz, Mubeen
title N-Arylation of protected and unprotected 5-Bromo-2-aminobenzimidazole as organic material: Non-Linear Optical (NLO) properties and structural feature determination through computational approach
title_short N-Arylation of protected and unprotected 5-Bromo-2-aminobenzimidazole as organic material: Non-Linear Optical (NLO) properties and structural feature determination through computational approach
title_full N-Arylation of protected and unprotected 5-Bromo-2-aminobenzimidazole as organic material: Non-Linear Optical (NLO) properties and structural feature determination through computational approach
title_fullStr N-Arylation of protected and unprotected 5-Bromo-2-aminobenzimidazole as organic material: Non-Linear Optical (NLO) properties and structural feature determination through computational approach
title_full_unstemmed N-Arylation of protected and unprotected 5-Bromo-2-aminobenzimidazole as organic material: Non-Linear Optical (NLO) properties and structural feature determination through computational approach
title_sort n-arylation of protected and unprotected 5-bromo-2-aminobenzimidazole as organic material: non-linear optical (nlo) properties and structural feature determination through computational approach
publisher MDPI
publishDate 2021
url http://psasir.upm.edu.my/id/eprint/94333/
https://www.mdpi.com/1420-3049/26/22/6920
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score 13.197875

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