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 Et<sub>3</sub...

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Autores principales:	Mubeen Mumtaz, Nasir Rasool, Gulraiz Ahmad, Naveen Kosar, Umer Rashid
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	benzimidazole N-arylation optimization FMOs analysis non-linear optical properties Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/7d48a28853c94a70bea648e2e649d0d4
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spelling	oai:doaj.org-article:7d48a28853c94a70bea648e2e649d0d42021-11-25T18:28:27ZN-Arylation of Protected and Unprotected 5-Bromo-2-aminobenzimidazole as Organic Material: Non-Linear Optical (NLO) Properties and Structural Feature Determination through Computational Approach10.3390/molecules262269201420-3049https://doaj.org/article/7d48a28853c94a70bea648e2e649d0d42021-11-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/22/6920https://doaj.org/toc/1420-3049The 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 Et<sub>3</sub>N/TMEDA, solvents DCM/MeOH/H<sub>2</sub>O, 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 NH<sub>2</sub> group. In addition to NMR analysis, all synthesized derivatives (<b>1a</b>–<b>1f</b> and <b>2a</b>–<b>2f</b>) of 5-bromo-2-aminobenzimidazole (<b>1</b>) 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.Mubeen MumtazNasir RasoolGulraiz AhmadNaveen KosarUmer RashidMDPI AGarticlebenzimidazoleN-arylationoptimizationFMOs analysisnon-linear optical propertiesOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6920, p 6920 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	benzimidazole N-arylation optimization FMOs analysis non-linear optical properties Organic chemistry QD241-441
spellingShingle	benzimidazole N-arylation optimization FMOs analysis non-linear optical properties Organic chemistry QD241-441 Mubeen Mumtaz Nasir Rasool Gulraiz Ahmad Naveen Kosar Umer Rashid 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
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 Et<sub>3</sub>N/TMEDA, solvents DCM/MeOH/H<sub>2</sub>O, 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 NH<sub>2</sub> group. In addition to NMR analysis, all synthesized derivatives (<b>1a</b>–<b>1f</b> and <b>2a</b>–<b>2f</b>) of 5-bromo-2-aminobenzimidazole (<b>1</b>) 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	Mubeen Mumtaz Nasir Rasool Gulraiz Ahmad Naveen Kosar Umer Rashid
author_facet	Mubeen Mumtaz Nasir Rasool Gulraiz Ahmad Naveen Kosar Umer Rashid
author_sort	Mubeen Mumtaz
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 AG
publishDate	2021
url	https://doaj.org/article/7d48a28853c94a70bea648e2e649d0d4
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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

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