Coote , Alex C Bissember. An electrochemical flow cell for the convenient oxidation of Furfuryl alcohols Leonidas-Dimitrios Syntrivanis , F. Javier del Campo , Jeremy Robertson.
- Organic electrochemistry : an introduction and a guide?
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Oliver Kappe. References Publications referenced by this paper.
The medicinal chemist's toolbox for late stage functionalization of drug-like molecules. Tim Cernak , Kevin D. Mohammad Rafiee , Kelsey C. For highly relevant targets we already optimized reaction conditions onto molar scales.
A Century of Organic Electrochemistry
Among many other parameters, appropriate cell geometry, electrolyte, and electrodes are the key to success. Hence, we are involved in the development and establishment of innovative electrode materials and cell designs.
In-house electroanalytical characterization cyclic voltammetry, ion chromatography, and conductivity measurements allows early evaluation and mechanistic rationale. Selective formation of carbon-carbon bonds among two distinct substrates is of high interest in modern organic chemistry.
Therefore, C,C cross-coupling reactions are essential chemical transformations in a large variety of disciplines like biochemistry, material and pharmaceutical sciences. Especially, biaryls play a highly important role in natural products and modern catalytic systems. The direct C,H arylation for the construction of such molecules represents a modern pathway to these substances. Particularly electrochemical C,H arylation offers the possibility to short cut multiple synthetic steps, avoid harsh reaction conditions, excess of stoichiometric oxidizers and transition metal catalysts. Therefore, the anodic cross-coupling represents a green and atom economic alternative to conventional cross-coupling reactions.
Donohoe Research Group
We developed an innovative protocol for the direct electrochemical cross-coupling using carbon based electrodes like boron-doped diamond BDD , glassy carbon and graphite. In particluar, BDD is a very appealing and innovative electrode material that opens up novel synthetic pathways. Solvation by this unique solvent and therefore stabilization of reactive intermediates and the coupling partners offers the possibility to carry out aryl-aryl cross-coupling reactions in a selective manner and high yields. The electrochemical oxidation of malonic acid dianilides to pyrazolidines-3,5-diones is an elegant and sustainable way to build up N,N -bonds.
In classic organic synthesis, N,N- moieties are installed by condensation using hydrazine building blocks. In contrast, with our electrochemical approach, the use of readily accessible dianilides as precursors circumvents this problem and led to the desired pyrozolidine-3,5-dions, which are applied as active agent for rheumatism treatment.
Slick presentation, interspersed with humor, and most importantly great chemistry. As part of the show, he then jokingly unveiled an old potentiostat before revealing the new instrument from IKA — the ElectraSyn 2. Prior to launch, the ElectraSyn 2. Baran then went on to demonstrate the new piece of equipment on stage, showing how easy it was to use and how many built-in features the ElectrySyn 2.
One of the reactions used to illustrate the power of the device was a Ni-catalyzed amination which is described in his recent Angewandte Chemie paper that was coordinated to go online at the same time as the product launch .
The associated smartphone apps developed for data analysis will certainly appeal to students and researches in the field. Figure 1. At the end of the lecture, the participants were invited to try out the ElectraSyn 2. It was reminiscent of when shops open their doors during the sales season and the people rush in to get the best bargains. Literally, hundreds of chemists young and old were keen to try out the new device. Baran and his team were more than happy to let them have hands-on experience and talk about possible reactions and chemistry that could be carried out. Figure 2.
The charge to get to try out the ElectraSyn 2. When asked about the collaboration that led to the development of the ElectraSyn 2.