1,2-Eliminations in a Novel Reductive Coupling of Nitroarenes to Give Azoxy Arenes by Sodium Bis(trimethylsilyl)amide

Abstract

[reaction: see text]. Symmetric azoxy arenes were successfully prepared in one step from 2 equiv of the corresponding nitroarenes by use of sodium bis(trimethylsilyl)amide as the deoxygenating agents in THF at 150 degrees C in a sealed tube.

Atomic engineering of high-density isolated Co atoms on graphene with proximal-atom controlled reaction selectivity

“…In addition, the Co nanoparticles (Supplementary Figure 2 , 1 ) synthesized by ALD (designated as Co-NPs/G-ALD) show a low selectivity (~5%) to azoxy compounds (Supplementary Figure 22). All the azoxybenzene products were verified by their characteristic 1 HNMR and 13 CNMR spectra (Supplementary Figure 23-36) 48 . Importantly, the Co 1 /G SACs with different loadings show negligible variations in the selectivity towards all azoxy compounds (Fig.…”

Selective Transfer Coupling of Nitrobenzene to Azoxybenzene on Rh Nanoparticle Catalyst Promoted by Photoexcited Hot Electrons

“…The synthesis of azoxy‐compounds usually involves oxidation of amines and dimerization of nitro‐ or nitroso‐ compounds, in which harsh conditions (e. g., high reaction temperature, strong oxidants, and corrosive acids) may be necessary . The synthesis reactions are frequently catalyzed with homogenous catalysts, which require post‐synthesis separation with molecular selectivity . On the other hand, many recent studies focus on heterogeneous catalysis of reductive coupling of nitroarenes in hydrogen‐donor alcohol solvents through Harber coupling pathways, which exhibits great potential to (at least partially) overcome the challenges of homogeneous catalysis and become a more environmentally benign and cost‐effective strategy.…”

Immobilized antimony species on magnetite: a novel and highly efficient magnetically reusable nanocatalyst for direct and gram-scale reductive-coupling of nitroarenes to azoarenes

“…20,21 To overcome the mentioned shortcomings, several synthetic methods through the improvement of the catalyst activity have been reported. 22,23 In contrast to the multistep strategy, the straightforward oxidativecoupling of aromatic amines to azoarenes [24][25][26] and reductivecoupling of nitroarenes to azoxyarenes [27][28][29][30][31][32][33] was also a subject of more interest. In this context, the application of HCOONH 4 / Pb, 34 43 Zn/NaOH, 44 Bi/KOH, 45 Mg/NH 4 Br, 46 Mg/MeOH, 47 Mg/MCl n (MCl n : TiCl 4 , VCl 3 , CrCl 3 , MoOCl 3 , WCl 6 and FeCl 3 ), 48 Pd(acac) 2 /H 2 , 49 InBr 3 /Et 3 SiH, 50 In(OTf) 3 /Et 3 SiH/O 2 , 51 FeCl 2 $4H 2 O/Li/DTBB, 52 electroreduction, 53 Au/meso CeO 2 /CO, 54 Li/THF, 55 Bi/ball mill 56 and Cr 57 has also been documented for direct conversion of nitroarenes to azoarene materials.…”