Show simple item record

dc.contributor.authorGoankar, R.
dc.contributor.authorSingh, K.S
dc.contributor.authorVadivel, E.
dc.contributor.authorDhuri, S.
dc.contributor.authorThakur, N.L.
dc.date.accessioned2025-01-17
dc.date.accessioned2025-01-21T10:49:56Z
dc.date.available2024-11-28
dc.date.available2025-01-21T10:49:56Z
dc.date.issued2024
dc.identifier.citationJournal of Molecular Structure,
dc.identifier.issn0022-2860
dc.identifier.otherhttps://www.sciencedirect.com/science/article/pii/S0022286024033428
dc.identifier.urihttps://doi.org/10.1016/j.molstruc.2024.140834.
dc.identifier.urihttp://drs.nio.res.in/drs/handle/2264/9353
dc.descriptionIF2023=4
dc.description.abstractThe synthesis of a series of novel phenoxy(phenyl)-1H-benzo[d]imidazoles by oxidative cyclization of phenoxybenzaldehyde and diamine in the presence of ruthenium(II)-catalysts is described. The transformation using a catalytic amount of [RuCl2(p-cymene)]2 was found to be highly efficient as the reaction selectively produces monoarylated benzimidazoles in excellent yields (up to 92 %). This result signify high efficacy of the catalyst for the selective synthesis of phenoxy(phenyl)-1H-benzo[d]imidazoles (monoarylated benzimidazole-containing diphenyl ether scaffolds). The use of other ruthenium catalyst viz. N^O chelate ruthenium(II)-complex gave monoaryled benzimidazole and 1,2-diarylbenzimidazole as the major and minor products, respectively. On the other hand, the reaction carry out using excess MgSO4/TFA produced mono- and 1, 2-diarylbenzimidazole derivative in almost equal amount or diarylated compounds as the major product. Electron withdrawing substituent in the diphenyl ether ring gave higher yields then electron donating substituents. Theoretical study such as structure optimization, HUMO-LUMO, hardness, softness and electronegativity determination of 2-arylbenzimidazole derivatives have been carried out in DFT/B3LYP/6 311++G(d,p) quantum chemical method and basis set using the Gaussian 09 W-Gaussian-View 5.0.9 package program. The synthesized compounds were characterized using FTIR, NMR and mass spectral data. The crystal structure of a precursor compound, 2-(2, 4-difluorophenoxy)benzaldehyde, has been determined by a single X-ray crystallography
dc.languageen
dc.publisherElsevier
dc.relation.isreferencedbySCI
dc.rightsOnly the author version of the copright reserved papers uploaded. Contact drs@nio.org for any complaints regarding copyright violations
dc.titleRuthenium-catalyzed synthesis of novel phenoxy(phenyl)-1H-benzo[d]imidazoles: Spectral characterization and DFT studies
dc.affiliation.authorCSIR-National Institute of Oceanography, Dona Paula, Goa, India


Files in this item

FilesSizeFormatView

There are no files associated with this item.

This item appears in the following Collection(s)

Show simple item record