Beobachtungen über die oxydirende Wirkung des Sauerstoffs, wenn derselbe mit Hülfe einer elektrischen Säule entwickelt wird

Photoelectrochemical C−H Alkylation of Heteroarenes with Organotrifluoroborates

“…M oreover, the photoelectrochemical alkylation reaction was applicable to promote the oxidative addition-cyclization cascade of acrylamide 41,l eading to the formation of oxindole 43 [Eq. (2)]. T ogether, these results suggested potentially broad applications of the photoelectrochemical protocol in promoting oxidative radical reactions.…”

“…Thesecondary amine moiety embedded in fasudil and the tertiary amine moiety of quinine, which were sensitive to oxidative decomposition, remained intact during the photoelectrochemical CÀHa lkylation probably because these basic functionalities were protonated under the acidic reaction conditions. (2)]. Av ariety of acyclic (22)a nd cyclic (23-29)s econdary organotrifluoroborates participated in the photoelectrochemical CÀHalkylation reaction, including those bearing ak etone carbonyl (27), aB oc-protected amine (28), and ac yclic ether (29).…”

“…[1] The electrochemical generation of alkyl radicals dates back in 1847 when Kolbe reported the decarboxylative dimerization of carboxylic acids. [2] However,t he application of alkyl radicals generated on the electrode surface in intermolecular functionalization reactions has been hampered by undesirable pathways of these radicals such as over-oxidation to carbocations,r adical-dimerization (Kolbe reaction), and reaction with the electrode surface leading to electrode passivation. [3] Theuse of aredox catalyst to generate the alkyl radicals in the bulk solution can overcome some of the abovementioned problems (Scheme 1a).…”

Anodic Oxidation as an Enabling Tool for the Synthesis of Natural Products

“…[17][18][19] The idea of electroorganic chemistry dates back to 1800 when Volta constructed the first powerful electrochemical battery that was capable of continuously moving electrons through a circuit. 20 However, three decades passed before Faraday made use of this current to electrolyze acetic acid, 21 thereby paving the way for subsequent scientific breakthroughs such as the Kolbe electrolysis, 22 the Hall-Héroult process 23 and the chloralkali process. 24 Electrochemical reactions typically require two electrodes, an anode and a cathode.…”

Synthetic Organic Electrochemistry: Calling All Engineers

“…[3,4] In fact, explorations had begun in the early 19th century when Michael Faraday performed the electrolysis of acetic acid ( Figure 1B). [5] Ther ich history of the field is replete with intriguing and enabling discoveries.T he venerable Kolbe electrolysis (1847) represents one of the earliest CÀCb ond forming reactions; [6] theT afel rearrangement offers ap owerful means to access various hydrocarbons. [7] Between the 1940s and the 1960s,t he Simons fluorination reaction [8] and the Monsanto adiponitrile process [9] highlight the innate ability of electrolysis to accomplish challenging chemical transformations in scalable fashions.T he applica-tions of electrogenerated acids/bases [10,11] and chiral electrodes [12] in the 1970s and 80s represent new vistas in organic chemistry that are worth revisiting.T he invention of mediators ameliorated problems associated with heterogeneous electron transfer at electrode surfaces,i ncluding kinetic barriers and electrode passivation.…”