Literature DB >> 35347984

Chemoselective (Hetero)Arene Electroreduction Enabled by Rapid Alternating Polarity.

Kyohei Hayashi1, Jeremy Griffin2, Kaid C Harper2, Yu Kawamata1, Phil S Baran1.   

Abstract

Conventional chemical and even electrochemical Birch-type reductions suffer from a lack of chemoselectivity due to a reliance on alkali metals or harshly reducing conditions. This study reveals that a simpler avenue is available for such reductions by simply altering the waveform of current delivery, namely rapid alternating polarity (rAP). The developed method solves these issues, proceeding in a protic solvent, and can be easily scaled up without any metal additives or stringently anhydrous conditions.

Entities:  

Mesh:

Substances:

Year:  2022        PMID: 35347984      PMCID: PMC9216236          DOI: 10.1021/jacs.2c02102

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   16.383


  16 in total

1.  Shaping Molecular Landscapes: Recent Advances, Opportunities, and Challenges in Dearomatization.

Authors:  Christopher J Huck; David Sarlah
Journal:  Chem       Date:  2020-07-01       Impact factor: 22.804

2.  Alkali metals plus silica gel: powerful reducing agents and convenient hydrogen sources.

Authors:  James L Dye; Kevin D Cram; Stephanie A Urbin; Mikhail Y Redko; James E Jackson; Michael Lefenfeld
Journal:  J Am Chem Soc       Date:  2005-07-06       Impact factor: 15.419

3.  Alkali metals in silica gel (M-SG): a new reagent for desulfonation of amines.

Authors:  Partha Nandi; Mikhail Y Redko; Kathryn Petersen; James L Dye; Michael Lefenfeld; Paul F Vogt; James E Jackson
Journal:  Org Lett       Date:  2008-12-04       Impact factor: 6.005

4.  A Practical and Chemoselective Ammonia-Free Birch Reduction.

Authors:  Peng Lei; Yuxuan Ding; Xiaohe Zhang; Adila Adijiang; Hengzhao Li; Yun Ling; Jie An
Journal:  Org Lett       Date:  2018-05-30       Impact factor: 6.005

5.  Organocatalyzed Birch Reduction Driven by Visible Light.

Authors:  Justin P Cole; Dian-Feng Chen; Max Kudisch; Ryan M Pearson; Chern-Hooi Lim; Garret M Miyake
Journal:  J Am Chem Soc       Date:  2020-07-28       Impact factor: 15.419

6.  Controlled Selectivity of CO2 Reduction on Copper by Pulsing the Electrochemical Potential.

Authors:  Kevin W Kimura; Kevin E Fritz; Jiyoon Kim; Jin Suntivich; Héctor D Abruña; Tobias Hanrath
Journal:  ChemSusChem       Date:  2018-05-22       Impact factor: 8.928

7.  Chemoselective Electrosynthesis Using Rapid Alternating Polarity.

Authors:  Yu Kawamata; Kyohei Hayashi; Ethan Carlson; Shobin Shaji; Dirk Waldmann; Bryan J Simmons; Jacob T Edwards; Christoph W Zapf; Masato Saito; Phil S Baran
Journal:  J Am Chem Soc       Date:  2021-10-01       Impact factor: 16.383

8.  Pulsed Electrochemical Carbon Monoxide Reduction on Oxide-Derived Copper Catalyst.

Authors:  Jacob M Strain; Saumya Gulati; Sahar Pishgar; Joshua M Spurgeon
Journal:  ChemSusChem       Date:  2020-05-04       Impact factor: 8.928

9.  Ammonia free partial reduction of aromatic compounds using lithium di-tert-butylbiphenyl (LiDBB).

Authors:  Timothy J Donohoe; David House
Journal:  J Org Chem       Date:  2002-07-12       Impact factor: 4.354

Review 10.  Birch-Type Photoreduction of Arenes and Heteroarenes by Sensitized Electron Transfer.

Authors:  Anamitra Chatterjee; Burkhard König
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-27       Impact factor: 15.336

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.