Electrochemical Synthesis

Many chemical reactions use hazardous chemicals that are extremely environmentally unfriendly.  In some cases, electrochemical synthesis could provide a clean alternative by replacing these chemical reagents with electrons.  Using electrons has the added advantage of allowing reactions to proceed under milder conditions.  In cases where two chemical reactions compete, electrons appear as a good substitute, limiting unwanted side-products.

A collaboration between Cambridge Reactor Design and Southampton Chemistry led to the development of the Ammonite8 and Ammonite15 flow electrochemical cells.  These allow tens of grams of product to be produced per hour.  A potentiostat (Biologic SP300) is also available to run electrochemical experiments in Rouen as well as other preparative electrochemical synthesis equipment.

De nombreuses r√©actions chimiques impliquent l’utilisation de produits chimiques dangereux et extr√™mement nocifs pour l’environnement.¬† Dans certains cas, la synth√®se √©lectrochimique pourrait fournir une alternative propre en rempla√ßant ces r√©actifs chimiques par des √©lectrons.¬† L’utilisation d’√©lectrons pr√©sente l’avantage suppl√©mentaire de permettre aux r√©actions de se d√©rouler dans des conditions plus douces.¬† Dans les cas o√Ļ deux processus sont en comp√©tition, l’√©lectrosynth√®se organique appara√ģt comme un bon alternatif, limitant les sous-produits.

Une collaboration entre Cambridge Reactor Design et Southampton Chemistry a conduit au d√©veloppement des cellules √©lectrochimiques en flux Ammonite8 et Ammonite15.¬† Celles-ci permettent de synth√©tiser des dizaines de grammes de produit par heure. Un potentiostat (Biologic SP300) est √©galement disponible pour r√©aliser des exp√©riences √©lectrochimiques, √† Rouen, ainsi que d‚Äôautres appareils d√©di√©s √† l’√©lectrosynth√®se pr√©parative √† grande √©chelle.

Associated Companies Expertise

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Key Publications

  • Flow Electrolysis Cells for the Synthetic Organic Chemistry Laboratory, D. Pletcher, R. A. Green, R. C. D. Brown, Chem. Rev., 2018, 118, 4573‚Äď4591
  • Electrochemical Deprotection of¬†para-Methoxybenzyl Ethers in a Flow Electrolysis Cell, R. A. Green, K. E. Jolley, A. A. M. Al-Hadedi, D. Pletcher, D. C. Harrowven, O. De Frutos, C. Mateos, D. J. Klauber, J. A. Rinc√≥n, R. C. D. Brown, Org. Lett.,¬†2017,¬†19, 2050‚Äď2053
  • An electrochemical coupling of organic halide with aldehydes, catalytic in chromium and nickel salts. The Nozaki-Hiyama-Kishi reaction,¬†Durandetti, J.-Y. N√©d√©lec, J. P√©richon, Org. Lett., 2001, 3, 2073-2076
  • Iron-mediated electrochemical reaction of¬†őĪchloroesters with carbonyl compounds, Durandetti, C. Meignein, J. P√©richon, Org. Lett., 2003, 5, 317-320.
  • A simple and inexpensive microfluidic electrolysis cell,¬†Kuleshova, J., Hill-Cousins, J.T., Birkin, P.R., Brown, R.C.D, Pletcher, D, Underwood, T.J., Electrochim Acta, 2011, 56, 4322-4326
  • TEMPO-Mediated Electrooxidation of Primary and Secondary Alcohols in a Microfluidic Electrolytic Cell. Hill-Cousins, J.T., Kuleshova, J., Green, R.A., Birkin, P.R., Underwood T.J., Leach, S.G., Brown, R.C.D., Chemsuschem 2012, 5, 326-331
  • The methoxylation of N-formylpyrrolidine in a microfluidic electrolysis cell for routine synthesis. Kuleshova, J., Hill-Cousins, J. T., Birkin, P. R., Brown, R. C. D., Pletcher, D., Underwood, T. J.,¬† Electrochim Acta 2012, 69, 197-202.
  • A Microflow Electrolysis Cell for Laboratory Synthesis on the Multigram Scale.¬†Green, R. A., Brown, R. C. D., Pletcher, D., Org Process Res Dev, 2015, 19, 1424-1427
  • N-Heterocyclic Carbene-Mediated Microfluidic Oxidative Electrosynthesis of Amides from Aldehydes.¬†Green, R. A., Pletcher, D., Leach, S. G., Brown, R. C. D., Org Lett 2016, 18, 1198-1201
  • An extended channel length microflow electrolysis cell for convenient laboratory synthesis. Green, R. A., Brown, R. C. D., Pletcher, D., Harji, B.,¬† Electrochem Commun, 2016, 73, 63-66
  • Electrosynthesis in Extended Channel Length Microfluidic Electrolysis Cells. Green, R. A., Brown, R. C. D., Pletcher, D.,¬† J Flow Chem 2016, 6, 191-197
  • N-Heterocyclic Carbene-Mediated Oxidative Electrosynthesis of Esters in a Microflow Cell. Green, R. A., Pletcher, D., Leach, S. G., Brown, R. C. D., Org Lett 2015, 17, 3290-3293
  • Understanding the Performance of a Microfluidic Electrolysis Cell for Routine Organic Electrosynthesis.¬†Green, R. A., Brown, R. C. D., Pletcher, D., ¬†J Flow Chem, 2015, 5, 31-36