Evidence of an nN(amide) → π*Ar Interaction in N-Alkyl-N,N′-diacylhydrazines

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dc.contributor.advisorBagchi, Sayan
dc.contributor.authorRai Deka, Jugal Kishore
dc.contributor.authorSahariah, Biswajit
dc.contributor.authorSakpal, Sushil
dc.contributor.authorBar, Arun Kumar
dc.contributor.authorBagchi, Sayan
dc.contributor.authorSarma, Bani Kanta
dc.date.accessioned2023-10-10T06:02:11Z
dc.date.available2026-02-19T08:54:06Z
dc.date.issued2021-05-11
dc.description.abstract1,2-Dibenzoyl-1-tert-butylhydrazine (RH-5849) and related N-alkyl-N,N′-diacylhydrazines are environmentally benign insect growth regulators. Herein, we show that an unusual nN(amide) → π*Ar interaction mediated by a hydrazide amide nitrogen atom plays a crucial role in stabilizing their biologically active trans–cis (t–c) rotameric conformations. We provide NMR and IR spectroscopic evidence for the presence of these interactions, which is also supported by X-ray crystallographic and computational studies.en
dc.description.university--en
dc.format.extent5en
dc.identifier.otherhttps://doi.org/10.1021/acs.orglett.1c00834
dc.identifier.urihttps://hdl.handle.net/20.500.12252/6249
dc.language.isoen_USen
dc.publisherOrganic Lettersen
dc.titleEvidence of an nN(amide) → π*Ar Interaction in N-Alkyl-N,N′-diacylhydrazinesen
dc.typeArticleen
local.division.divisionPhysical and Materials Chemistry Divisionen

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