6798-41-0Relevant academic research and scientific papers
4,4′-Bipyridyl-Catalyzed Reduction of Nitroarenes by Bis(neopentylglycolato)diboron
Hosoya, Hiromu,Misal Castro, Luis C.,Sultan, Ibrahim,Nakajima, Yumiko,Ohmura, Toshimichi,Sato, Kazuhiko,Tsurugi, Hayato,Suginome, Michinori,Mashima, Kazushi
supporting information, p. 9812 - 9817 (2019/11/14)
4,4′-Bipyridyl worked as an organocatalyst for the reduction of nitroarenes by bis(neopentylglycolato)diboron (B2nep2), followed by hydrolysis to give the corresponding anilines. This reduction proceeded under aerobic conditions without any prepurification of substrates and reagents. We found broad functional group tolerance and compatibility for O- A nd N-protecting groups under the reaction conditions. The key in this catalytic system was the addition of B2nep2 to 4,4′-bipyridyl to form N,N′-bis[(neopentylglycolato)boryl]-4,4′-bipyridinylidene as a deoxygenating reagent of nitroarenes.
Evidence for stepwise nitrogen extrusion and ring expansion upon photolysis of phenyl azide
Marcinek, Andrzej,Leyva, Elisa,Whitt, David,Platz, Matthew S.
, p. 8609 - 8612 (2007/10/02)
The temperature dependence of the products formed on photolysis of two independent precursors of phenylnitrene has been studied. The identity of the product-forming intermediates (triplet phenylnitrene versus ketene imine) produced on photolysis of phenyl azide and benzenesulfoximine in the presence of diethylamine show the same qualitative variation with temperature. An excited state of the nitrene precursor is not responsible for the known temperature dependence of the distribution of stable products. The data are consistent with stepwise formation of singlet phenylnitrene and subsequent expansion to azacycloheptatetraene. The singlet and triplet energies of phenyl azide have been determined by energy transfer.
Photochemistry of Phenyl Azide: The Role of Singlet and Triplet Phenylnitrene as Transient Intermediates
Leyva, Elisa,Platz, Matthew S.,Persy, Gabriele,Wirz, Jakob
, p. 3783 - 3790 (2007/10/02)
The sequence of transient intermediates formed by the photolysis of phenyl azide (1) was determined by a combination of techniques including absorption, emission, and EPR spectroscopies as well as quantitative product analyses of irradiated glassy solutio
THE TEMPERATURE DEPENDENT PHOTOCHEMISTRY OF PHENYL AZIDE IN DIETHYLAMINE
Leyva, Elisa,Platz, Matthew S.
, p. 2147 - 2150 (2007/10/02)
The photochemistry of phenylazide in diethylamine changes from products consistent with electrophilic singlet intermediates to products consistent with triplet nitrenes as the temperature is lowered from 273 to 77K.
PHOTOCHEMISTRY OF PHENYL AZIDE: CHEMICAL PROPERTIES OF THE TRANSIENT INTERMEDIATES.
Schrock,Schuster
, p. 5228 - 5234 (2007/10/02)
The photochemistry of phenyl azide was examined by laser-flash photolysis in inert and reactive (nucleophilic) solvents. Direct irradiation and triplet sensitization give triplet phenylnitrene (PhN**3). The products of the reaction of PhN**3 depend dramatically on the concentration of the azide and on the power of the light source. In the direct irradiation, a relatively long-lived precursor to PhN**3 is formed. This singlet-state intermediate reacts with the nucleophilic solvents. The structure of this species and the rates of its reaction with secondary amines are discussed.
Aryl Nitrenes from N,N'-Diarylbenzoquinone Di-imine N,N'-Dioxides and N-Arylbenzoquinone Imine N-Oxides
Forrester, Alexander R.,Ogilvy, Munro M.,Thomson, Ronald H.
, p. 2023 - 2026 (2007/10/02)
Photolyses of the title quinone imine N.oxides give mainly azoarenes formed by dimerisation of triplet aryl nitrenes.
