Synthesis of 1-(4-Bromobenzoyl)-1,3-dicyclohexylurea and Its Arylation via Readily Available Palladium Catalyst─Their Electronic, Spectroscopic, and Nonlinear Optical Studies via a Computational Approach
In this study, we reported the synthesis of 1-(4-bromobenzoyl)-1,3-dicyclohexylurea by the reaction of DCC (N,N′-dicyclohexylcarbodiimide) with 4-bromobenzoic acid. Subsequently, we further synthesized a new series of 1-(4-arylbenzoyl)-1,3-dicyclohexylurea (5a-g) derivatives using a Suzuki cross-cou...
| Published in: | ACS Omega |
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| Format: | Article |
| Language: | English |
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American Chemical Society
2023
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| Online Access: | https://www.scopus.com/inward/record.uri?eid=2-s2.0-85169005026&doi=10.1021%2facsomega.3c03183&partnerID=40&md5=38aab55480a9eb2265e700e705c8d82b |
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2-s2.0-85169005026 Maqbool T.; Younas H.; Bilal M.; Rasool N.; Bajaber M.A.; Mubarik A.; Parveen B.; Ahmad G.; Ali Shah S.A. Synthesis of 1-(4-Bromobenzoyl)-1,3-dicyclohexylurea and Its Arylation via Readily Available Palladium Catalyst─Their Electronic, Spectroscopic, and Nonlinear Optical Studies via a Computational Approach 2023 ACS Omega 8 33 10.1021/acsomega.3c03183 https://www.scopus.com/inward/record.uri?eid=2-s2.0-85169005026&doi=10.1021%2facsomega.3c03183&partnerID=40&md5=38aab55480a9eb2265e700e705c8d82b In this study, we reported the synthesis of 1-(4-bromobenzoyl)-1,3-dicyclohexylurea by the reaction of DCC (N,N′-dicyclohexylcarbodiimide) with 4-bromobenzoic acid. Subsequently, we further synthesized a new series of 1-(4-arylbenzoyl)-1,3-dicyclohexylurea (5a-g) derivatives using a Suzuki cross-coupling reaction between 1-(4-bromobenzoyl)-1,3-dicyclohexylurea (3) and various aryl/heteroaryl boronic acids (4). Thus, density functional theory (DFT) calculations have been performed to examine the electronic structure of the synthesized compounds (3, 5a-g) and to calculate their spectroscopic data. Moreover, optimized geometries and thermodynamic properties, such as frontier molecular orbitals (HOMO, LUMO), molecular electrostatic potential surfaces, and reactivity descriptors, were also calculated at the PBE0-D3BJ/def2-TZVP/SMD1,4-dioxane level of theory to validate the structures of the synthesized compounds. © 2023 The Authors. Published by American Chemical Society American Chemical Society 24701343 English Article All Open Access; Gold Open Access |
| author |
Maqbool T.; Younas H.; Bilal M.; Rasool N.; Bajaber M.A.; Mubarik A.; Parveen B.; Ahmad G.; Ali Shah S.A. |
| spellingShingle |
Maqbool T.; Younas H.; Bilal M.; Rasool N.; Bajaber M.A.; Mubarik A.; Parveen B.; Ahmad G.; Ali Shah S.A. Synthesis of 1-(4-Bromobenzoyl)-1,3-dicyclohexylurea and Its Arylation via Readily Available Palladium Catalyst─Their Electronic, Spectroscopic, and Nonlinear Optical Studies via a Computational Approach |
| author_facet |
Maqbool T.; Younas H.; Bilal M.; Rasool N.; Bajaber M.A.; Mubarik A.; Parveen B.; Ahmad G.; Ali Shah S.A. |
| author_sort |
Maqbool T.; Younas H.; Bilal M.; Rasool N.; Bajaber M.A.; Mubarik A.; Parveen B.; Ahmad G.; Ali Shah S.A. |
| title |
Synthesis of 1-(4-Bromobenzoyl)-1,3-dicyclohexylurea and Its Arylation via Readily Available Palladium Catalyst─Their Electronic, Spectroscopic, and Nonlinear Optical Studies via a Computational Approach |
| title_short |
Synthesis of 1-(4-Bromobenzoyl)-1,3-dicyclohexylurea and Its Arylation via Readily Available Palladium Catalyst─Their Electronic, Spectroscopic, and Nonlinear Optical Studies via a Computational Approach |
| title_full |
Synthesis of 1-(4-Bromobenzoyl)-1,3-dicyclohexylurea and Its Arylation via Readily Available Palladium Catalyst─Their Electronic, Spectroscopic, and Nonlinear Optical Studies via a Computational Approach |
| title_fullStr |
Synthesis of 1-(4-Bromobenzoyl)-1,3-dicyclohexylurea and Its Arylation via Readily Available Palladium Catalyst─Their Electronic, Spectroscopic, and Nonlinear Optical Studies via a Computational Approach |
| title_full_unstemmed |
Synthesis of 1-(4-Bromobenzoyl)-1,3-dicyclohexylurea and Its Arylation via Readily Available Palladium Catalyst─Their Electronic, Spectroscopic, and Nonlinear Optical Studies via a Computational Approach |
| title_sort |
Synthesis of 1-(4-Bromobenzoyl)-1,3-dicyclohexylurea and Its Arylation via Readily Available Palladium Catalyst─Their Electronic, Spectroscopic, and Nonlinear Optical Studies via a Computational Approach |
| publishDate |
2023 |
| container_title |
ACS Omega |
| container_volume |
8 |
| container_issue |
33 |
| doi_str_mv |
10.1021/acsomega.3c03183 |
| url |
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85169005026&doi=10.1021%2facsomega.3c03183&partnerID=40&md5=38aab55480a9eb2265e700e705c8d82b |
| description |
In this study, we reported the synthesis of 1-(4-bromobenzoyl)-1,3-dicyclohexylurea by the reaction of DCC (N,N′-dicyclohexylcarbodiimide) with 4-bromobenzoic acid. Subsequently, we further synthesized a new series of 1-(4-arylbenzoyl)-1,3-dicyclohexylurea (5a-g) derivatives using a Suzuki cross-coupling reaction between 1-(4-bromobenzoyl)-1,3-dicyclohexylurea (3) and various aryl/heteroaryl boronic acids (4). Thus, density functional theory (DFT) calculations have been performed to examine the electronic structure of the synthesized compounds (3, 5a-g) and to calculate their spectroscopic data. Moreover, optimized geometries and thermodynamic properties, such as frontier molecular orbitals (HOMO, LUMO), molecular electrostatic potential surfaces, and reactivity descriptors, were also calculated at the PBE0-D3BJ/def2-TZVP/SMD1,4-dioxane level of theory to validate the structures of the synthesized compounds. © 2023 The Authors. Published by American Chemical Society |
| publisher |
American Chemical Society |
| issn |
24701343 |
| language |
English |
| format |
Article |
| accesstype |
All Open Access; Gold Open Access |
| record_format |
scopus |
| collection |
Scopus |
| _version_ |
1809678476827951104 |