Literature DB >> 28921969

Flow Electrolysis Cells for the Synthetic Organic Chemistry Laboratory.

Derek Pletcher1, Robert A Green1, Richard C D Brown1.   

Abstract

Electrosynthesis has much to offer to the synthetic organic chemist. But in order to be widely accepted as a routine procedure in an organic synthesis laboratory, electrosynthesis needs to be presented in a much more user-friendly way. The literature is largely based on electrolysis in a glass beaker or H-cells that often give poor performance for synthesis with a very slow rate of conversion and, often, low selectivity and reproducibility. Flow cells can lead to much improved performance. Electrolysis is participating in the trend toward continuous flow synthesis, and this has led to a number of innovations in flow cell design that make possible selective syntheses with high conversion of reactant to product with a single passage of the reactant solution through the cell. In addition, the needs of the synthetic organic chemist can often be met by flow cells operating with recycle of the reactant solution. These cells give a high rate of product formation while the reactant concentration is high, but they perform best at low conversion. Both approaches are considered in this review and the important features of each cell design are discussed. Throughout, the application of the cell designs is illustrated with syntheses that have been reported.

Year:  2017        PMID: 28921969     DOI: 10.1021/acs.chemrev.7b00360

Source DB:  PubMed          Journal:  Chem Rev        ISSN: 0009-2665            Impact factor:   60.622


  34 in total

1.  Electrochemical Functional-Group-Tolerant Shono-type Oxidation of Cyclic Carbamates Enabled by Aminoxyl Mediators.

Authors:  Fei Wang; Mohammad Rafiee; Shannon S Stahl
Journal:  Angew Chem Int Ed Engl       Date:  2018-05-02       Impact factor: 15.336

2.  Merging Photochemistry with Electrochemistry: Functional-Group Tolerant Electrochemical Amination of C(sp3 )-H Bonds.

Authors:  Fei Wang; Shannon S Stahl
Journal:  Angew Chem Int Ed Engl       Date:  2019-03-14       Impact factor: 15.336

3.  Polycaprolactone-enabled sealing and carbon composite electrode integration into electrochemical microfluidics.

Authors:  Kevin J Klunder; Kaylee M Clark; Cynthia McCord; Kathleen E Berg; Shelley D Minteer; Charles S Henry
Journal:  Lab Chip       Date:  2019-06-28       Impact factor: 6.799

4.  Scalable Flow Electrochemical Alcohol Oxidation: Maintaining High Stereochemical Fidelity in the Synthesis of Levetiracetam.

Authors:  Xing Zhong; Md Asmaul Hoque; Matthew D Graaf; Kaid C Harper; Fei Wang; J David Genders; Shannon S Stahl
Journal:  Org Process Res Dev       Date:  2021-04-19       Impact factor: 3.317

5.  Electrochemical aromatic C-H hydroxylation in continuous flow.

Authors:  Hao Long; Tian-Sheng Chen; Jinshuai Song; Shaobin Zhu; Hai-Chao Xu
Journal:  Nat Commun       Date:  2022-07-08       Impact factor: 17.694

6.  Ni-Catalyzed Electrochemical Decarboxylative C-C Couplings in Batch and Continuous Flow.

Authors:  Hui Li; Christopher P Breen; Hyowon Seo; Timothy F Jamison; Yuan-Qing Fang; Matthew M Bio
Journal:  Org Lett       Date:  2018-02-12       Impact factor: 6.005

7.  Flow electrochemistry: a safe tool for fluorine chemistry.

Authors:  Bethan Winterson; Tim Rennigholtz; Thomas Wirth
Journal:  Chem Sci       Date:  2021-06-04       Impact factor: 9.825

8.  The "Green" Electrochemical Synthesis of Periodate.

Authors:  Sebastian Arndt; Dominik Weis; Kai Donsbach; Siegfried R Waldvogel
Journal:  Angew Chem Int Ed Engl       Date:  2020-04-15       Impact factor: 15.336

9.  Electrochemical oxidative oxysulfenylation and aminosulfenylation of alkenes with hydrogen evolution.

Authors:  Yong Yuan; Yixuan Chen; Shan Tang; Zhiliang Huang; Aiwen Lei
Journal:  Sci Adv       Date:  2018-08-03       Impact factor: 14.136

Review 10.  New Redox Strategies in Organic Synthesis by Means of Electrochemistry and Photochemistry.

Authors:  Jinjian Liu; Lingxiang Lu; Devin Wood; Song Lin
Journal:  ACS Cent Sci       Date:  2020-07-16       Impact factor: 14.553

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