scholarly journals Electrochemical C–N bond activation for deaminative reductive coupling of Katritzky salts

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Yeqing Liu ◽  
Xiangzhang Tao ◽  
Yu Mao ◽  
Xin Yuan ◽  
Jiangkai Qiu ◽  
...  
Keyword(s):  
Molecular Diffusion ◽  
Bond Activation ◽  
Single Electron ◽  
Microfluidic Channels ◽  
Single Electron Transfer ◽  
Reductive Coupling ◽  
Metal Anode ◽  
Alkyl Radicals ◽  
Electron Reduction ◽  
Ideal Technique

AbstractElectrosynthesis has received great attention among researchers in both academia and industry as an ideal technique to promote single electron reduction without the use of expensive catalysts. In this work, we report the electrochemical reduction of Katritzky salts to alkyl radicals by sacrificing the easily accessible metal anode. This catalyst and electrolyte free platform has broad applicability to single electron transfer chemistry, including fluoroalkenylation, alkynylation and thiolation. The deaminative functionalization is facilitated by the rapid molecular diffusion across microfluidic channels, demonstrating the practicality that outpaces the conventional electrochemistry setups.

B-H and O-H bonds activation via a single electron transfer of frustrated radical pairs

2021 ◽  
Author(s):  
Yanlin Pan ◽  
Jie Cui ◽  
Yongliang Wei ◽  
Zhaochao Xu ◽  
Tongdao Wang
Keyword(s):  
Electron Transfer ◽  
Bond Activation ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Radical Pairs ◽  
Tempo Radical

The rare examples of B-H bond activation in frustrated radical pairs regime have been observed by treatment of TEMPO radical with Piers’ borane HB(C6F5)2 or bis-borane, respectively. The resulting concomitant...

Microfluidic electrochemistry for single-electron transfer redox-neutral reactions

Science ◽  
2020 ◽  
Vol 368 (6497) ◽  
pp. 1352-1357 ◽  
Author(s):  
Yiming Mo ◽  
Zhaohong Lu ◽  
Girish Rughoobur ◽  
Prashant Patil ◽  
Neil Gershenfeld ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Molecular Diffusion ◽  
Microfluidic Channel ◽  
Cross Coupling ◽  
Reactive Intermediates ◽  
Single Electron ◽  
Visible Light Photocatalysis ◽  
Single Electron Transfer ◽  
Selective Transformation ◽  
Crystal Compound

Electrochemistry offers opportunities to promote single-electron transfer (SET) redox-neutral chemistries similar to those recently discovered using visible-light photocatalysis but without the use of an expensive photocatalyst. Herein, we introduce a microfluidic redox-neutral electrochemistry (μRN-eChem) platform that has broad applicability to SET chemistry, including radical-radical cross-coupling, Minisci-type reactions, and nickel-catalyzed C(sp2)–O cross-coupling. The cathode and anode simultaneously generate the corresponding reactive intermediates, and selective transformation is facilitated by the rapid molecular diffusion across a microfluidic channel that outpaces the decomposition of the intermediates. μRN-eChem was shown to enable a two-step gram-scale electrosynthesis of a nematic liquid crystal compound, demonstrating its practicality.

scholarly journals Carbene-catalysed reductive coupling of nitrobenzyl bromides and activated ketones or imines via single-electron-transfer process

2016 ◽  
Vol 7 (1) ◽  
Author(s):  
Bao-Sheng Li ◽  
Yuhuang Wang ◽  
Rupert S. J. Proctor ◽  
Yuexia Zhang ◽  
Richard D. Webster ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Transfer Process ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Reductive Coupling ◽  
Electron Transfer Process

Electrochemical and in situ spectroelectrochemical behavior of 2,3,7,8,12,13,17,18-octakis(hexyl-thio) tetraazaporphyrin (H2OHTTAP) and [Zn(II)OHTTAP]

2001 ◽  
Vol 05 (06) ◽  
pp. 523-527 ◽  
Author(s):  
YANXIU ZHOU ◽  
ZHENXING WANG ◽  
DAIKE WANG ◽  
KENICHI SUGIURA ◽  
YOSHITERU SAKATA
Keyword(s):  
Electron Transfer ◽  
Differential Pulse ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Free Base ◽  
Cation Radicals ◽  
Pulse Voltammetry ◽  
Electron Reduction

The characterization of free base porphyrin 2,3,7,8,12,13,17,18-octakis(hexyl-thio) tetraazaporphyrin (H2OHTTAP) and its zinc(II) complexes [ Zn (II)OHTTAP] containing eight thioether groups at the β-pyrrole positions of the macrocycle was reported. Results obtained by cyclic voltammetry and differential pulse voltammetry indicated a five-electron reduction in five steps for each complex. They were oxidized in two single-electron-transfer steps to yield π-cation radicals and dications and reduced in three single-electron-transfer steps to yield π-anion radicals, dianions and trianions, respectively. The redox property of H2OHTTAP was unusual as compared to porphyrins (PPs) and phthalocyanines (Pcs). Each process was monitored by in situ thin-layer spectroelectrochemistry, which indicated that only the ligand was electroactive. The existence of the eight hexylthio groups was responsible for the intrastack interactions and enhanced intracolumnar and intercolumnar electron motions, resulting in improved conductivity.

scholarly journals Single metal four-electron reduction by U(II) and masked “U(II)” compounds

2021 ◽  
Author(s):  
Marinella Mazzanti ◽  
Rosario Scopelliti ◽  
Maron Laurent ◽  
Iskander Douair ◽  
Chad Palumbo ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Redox Chemistry ◽  
Single Electron ◽  
Transfer Reactions ◽  
Single Electron Transfer ◽  
Electron Transfer Reactions ◽  
Element Chemistry ◽  
Electron Reduction ◽  
Electron Transfers

The redox chemistry of uranium is dominated by single electron transfer reactions while single metal four-electron transfers remain unknown in f-element chemistry. Here we show that the oxo bridged diuranium(III)...

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