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

Rai Deka, Jugal Kishore; Sahariah, Biswajit; Sakpal, Sushil; Bar, Arun Kumar; Bagchi, Sayan; Sarma, Bani Kanta

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