5H-Dibenz[b,f]azepine based pyrazole sulphonamides: A privileged platform for probing the antimicrobial and antioxidative properties

Kumar, Hemant; Kumar, Prasanth; Rangaswamy, Javarappa; Sindhu, Kirugunda Udayakumar; Naik, Nagaraja

doi:10.5155/eurjchem.6.4.394-403.1297

Cited by 7 publications

(1 citation statement)

References 33 publications

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“…25) Additionally, it was reported that N-aryl 5H-dibenz[b,f ] azepine derivatives, sulphonamides (3) and (4), showed antimicrobial and antioxidant properties. 26) However, the conformational properties of the triarylamine group in this scaffold have never been investigated. These observations prompted us to investigate the conformation of N-alkyl and N-aryl 5H-dibenz[b,f ] azepine derivatives precisely.…”

Section: Introductionmentioning

confidence: 99%

Atropisomeric Properties of N-Alkyl/Aryl 5H-Dibenz[b,f]azepines

Tanaka

Nabae

Yamane

et al. 2022

CHEMICAL & PHARMACEUTICAL BULLETIN

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The atropisomeric properties of N-alkyl and N-aryl 4-substituted 5H-dibenz[b,f ]azepines were investigated. The N-alkylation and N-arylation of 4-Cl or 4-Me substituted compounds was performed; however, none of the atropisomers produced were separated by chiral HPLC. Notably, we observed that the rotation of the four axes (ax. 1-4) in the 4-substituted 5H-dibenz[b,f ]azepine structure is so rapid that N-alkylation or N-arylation is not sufficient to freeze it at room temperature. Additionally, the X-ray crystal structures of N-aryl compounds 13b and 14a indicated that the N atom in the triphenyl amine moiety in their structures shows sp 2 -like property.

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Section: Introductionmentioning

confidence: 99%