21150-15-2Relevant academic research and scientific papers
Evidence of an nN(amide) → π*ArInteraction in N-Alkyl- N, N′-diacylhydrazines
Deka, Jugal Kishore Rai,Sahariah, Biswajit,Sakpal, Sushil S.,Bar, Arun Kumar,Bagchi, Sayan,Sarma, Bani Kanta
supporting information, p. 7003 - 7007 (2021/05/26)
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.
1,3,4-Oxadiazolium-3-unsubstituted methanide 1,3-dipoles: useful synthons at -60 deg C: new synthesis of 1,2,3-trisubstituted and 1,2,3,4-tetrasubstituted pyrroles
Butler, Richard N.,Cloonan, Martin O.
, p. 515 - 518 (2007/10/03)
1,3,4-Oxadiazolium-3-unsubstituted methanides have been trapped with substituted alkyne and alkene dipolarophiles at -60 deg C giving high yields of 2,3-di- and 2,3,4-trisubstituted 1-N-amidopyrroles from a cycloaddition rearrangement sequence.
