1226-43-3Relevant academic research and scientific papers
Scandium-Promoted Direct Conversion of Dinitrogen into Hydrazine Derivatives via N-C Bond Formation
Lv, Ze-Jie,Huang, Zhe,Zhang, Wen-Xiong,Xi, Zhenfeng
, p. 8773 - 8777 (2019)
Direct conversion of dinitrogen (N2) into organic compounds, not through ammonia (NH3), is of great significance both fundamentally and practically. Here we report a highly efficient scandium-mediated synthetic cycle affording hydrazine derivatives (RMeN-NMeR′) directly from N2 and carbon-based electrophiles. The cycle includes three main steps: (i) reduction of a halogen-bridged discandium complex under N2 leading to a (N2)3--bridged discandium complex via a (N2)2- intermediate; (ii) treatment of the (N2)3- complex with methyl triflate (MeOTf), affording a (N2Me2)2--bridged discandium complex; and (iii) further reaction of the (N2Me2)2- complex with the carbon-based electrophile, producing the hydrazine derivative and regenerating the halide precursor. Furthermore, insertion of a CO molecule into one Sc-N bond in the (N2Me2)2--scandium complex was observed. Most notably, this is the first example of rare-earth metal-promoted direct conversion of N2 to organic compounds; the formation of C-N bonds by the reaction of these (N2)3- and (N2Me2)2- complexes with electrophiles represents the first case among all N2-metal complexes reported.
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.
Reactions of 1,2-Dimethyl-3,5-diphenylpyrazolium-4-olate and 3,5-Diphenyl-1,2-dithiolylium-4-olate with Singlet Oxygen
Gotthardt, Hans,Schenk, Karl-Heinz
, p. 762 - 765 (2007/10/02)
The pyrazolium-4-olate 1a and 1,2-dithiolylium-4-olate 1b react with singlet oxygen to produce carbon monoxide and 1,2-dibenzoyl-1,2-dimethylhydrazine (5a) or dibenzoyl disulfide (5b), respectively.
