134521-16-7Relevant articles and documents
Shifting Chemical Equilibria in Flow - Efficient Decarbonylation Driven by Annular Flow Regimes
Gutmann, Bernhard,Elsner, Petteri,Glasnov, Toma,Roberge, Dominique M.,Kappe, C. Oliver
supporting information, p. 11557 - 11561 (2016/02/19)
To efficiently drive chemical reactions, it is often necessary to influence an equilibrium by removing one or more components from the reaction space. Such manipulation is straightforward in open systems, for example, by distillation of a volatile product from the reaction mixture. Herein we describe a unique high-temperature/high-pressure gas/liquid continuous-flow process for the rhodium-catalyzed decarbonylation of aldehydes. The carbon monoxide released during the reaction is carried with a stream of an inert gas through the center of the tubing, whereas the liquid feed travels as an annular film along the wall of the channel. As a consequence, carbon monoxide is effectively vaporized from the liquid phase into the gas phase and stripped from the reaction mixture, thus driving the equilibrium to the product and preventing poisoning of the catalyst. This approach enables the catalytic decarbonylation of a variety of aldehydes with unprecedented efficiency with a standard coil-based flow device.
One-pot transformation of methylarenes into aromatic nitriles with inorganic metal-free reagents
Kawagoe, Yuhsuke,Moriyama, Katsuhiko,Togo, Hideo
, p. 4115 - 4122 (2014/07/08)
Various methylarenes were transformed into the corresponding aromatic nitriles in good to moderate yields by the treatment with aq. HBr and aq. H 2O2, followed by reaction with molecular iodine and aq. ammonia in a one-pot procedure. The present reaction is a useful, practical, transition-metal-free, and organic-reagent-free method for the preparation of aromatic nitriles from methylarenes. Various methylarenes were treated with aq. HBr and aq. H2O2 under warming conditions and/or irradiation conditions, followed by the reaction with molecular iodine and aq. ammonia, to provide the corresponding aromatic nitriles, in a one-pot procedure. The present reaction was carried out under metal-free and organic-reagent-free conditions. Copyright
Observation of intramolecular dimer radical anion of 1,1-diarylmethanols bearing electron withdrawing groups at room temperature
Ichinose, Nobuyuki,Hobo, Junpei,Tojo, Sachiko,Majima, Tetsuro
, p. 97 - 102 (2007/10/03)
Transient absorption measurement of radical anions of 1,1-diarylmethanols bearing electron-withdrawing groups in dimethyl-formamide at room temperature has revealed that symmetric compounds form intramolecular dimer radical anions as an intermediate of th