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

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dc.contributor.advisor Bagchi, Sayan
dc.contributor.author Rai Deka, Jugal Kishore
dc.contributor.author Sahariah, Biswajit
dc.contributor.author Sakpal, Sushil
dc.contributor.author Bar, Arun Kumar
dc.contributor.author Bagchi, Sayan
dc.contributor.author Sarma, Bani Kanta
dc.date.accessioned 2023-10-10T06:02:11Z
dc.date.available 2023-10-10T06:02:11Z
dc.date.issued 2021-05-11
dc.identifier.other https://doi.org/10.1021/acs.orglett.1c00834
dc.identifier.uri https://hdl.handle.net/20.500.12252/6249
dc.description.abstract 1,2-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.format.extent 5 en
dc.language.iso en_US en
dc.publisher Organic Letters en
dc.title Evidence of an nN(amide) → π*Ar Interaction in N-Alkyl-N,N′-diacylhydrazines en
dc.type Article en
local.division.division Physical and Materials Chemistry Division en
dc.description.university -- en


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