Stereoisomeric products of electrochemical reduction of heterocyclic Fischer aminocarbene Cr(0) complexes. Development of the electrochemistry-mass spectrometry tandem approach using biphasic (acetonitrile-hexane) preparative electrolysis

2015 ◽  
Vol 162 ◽  
pp. 17-23 ◽  
Author(s):  
Radka Metelková ◽  
Irena Hoskovcová ◽  
Miroslav Polášek ◽  
Jiří Urban ◽  
Tomáš David ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Electrochemical Reduction ◽  
Preparative Electrolysis

Electrochemical reduction of nitroethylenic ketones in hydroorganic medium. Preparation of 4,5-dihydroxy-2-isoxazolines

1981 ◽  
Vol 59 (3) ◽  
pp. 527-531 ◽  
Author(s):  
Christian Bellec ◽  
Pierre Maitte ◽  
Joseph Armand ◽  
Claude Viel
Keyword(s):  
Mass Spectrometry ◽  
Electrochemical Reduction ◽  
Neutral Medium ◽  
Spectroscopic Methods ◽  
Type Formula ◽  
Medium Preparation

The electrochemical reduction of compounds of the type[Formula: see text]has been investigated in hydroorganic medium between pH 0 and 7. For 3 (R1 = R2 = R3 = C6H5), the 3,4,5-triphenylisoxazole is obtained at pH 1. 3 in neutral medium, 1 (R1 = CH3, R2 = R3 = C6H5) and 2 (R1 = C2H5, R2 = R3 = C6H5) lead to 4,5-dihydroxy-2-isoxazoline (only one of such compounds is described in the literature). The structure of these compounds has been determined by the usual spectroscopic methods (ir, nmr, mass spectrometry) and by radiocrystallography. A mechanism which accounts for the whole set of our results is proposed: it involves an intermediate α,β-nitrosoethylenic compound which cyclizes into a 4,5-dihydroxy-2-isoxazoline or gives an 1,3-diketone oxime upon reduction; this last compound cyclizes into an isoxazole.

Article

1999 ◽  
Vol 77 (10) ◽  
pp. 1648-1654
Author(s):  
F Williot ◽  
M Bernard ◽  
D Lucas ◽  
Y Mugnier ◽  
J Lessard
Keyword(s):  
Mass Spectrometry ◽  
Key Words ◽  
Electrochemical Reduction ◽  
Aromatic Aldehydes ◽  
Catalytic Amount ◽  
Base Catalysis ◽  
Chain Reaction ◽  
Chain Reactions

The electrochemical reduction of nitrosobenzene (PhNO) in the presence of cyclopentadiene derivatives containing the indenyl group represented as In'H2 (10a, 10b, and 12b) gives the imine derivatives PhN=In'. The process requires only a catalytic amount of electricity. When the electrolysis of aromatic aldehydes (ArCHO), 2,6-dichlorobenzaldehyde (1a), benzaldehyde (1b) and terephthalaldehyde (2), is performed in the presence of the In'H2 derivatives, compounds ArCH=In' are obtained in low yields. These compounds have been characterized by mass spectrometry and microanalysis. The overall process involves two consecutive chain reactions with regeneration of the anion In'H-.Key words: electrochemical reduction, nitrosobenzene, aromatic aldehydes, base catalysis, chain reaction.

scholarly journals Inline electrochemical reduction of NISTmAb for middle-up subunit liquid chromatography-mass spectrometry analysis

The Analyst ◽  
2021 ◽  
Author(s):  
Tomos E. Morgan ◽  
Craig Jakes ◽  
Hendrik-Jan Brouwer ◽  
Silvia Millán-Martín ◽  
Jean-Pierre Chervet ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Liquid Chromatography ◽  
Electrochemical Reduction ◽  
Disulfide Bonds ◽  
Electrochemical Cell ◽  
Reducing Agents ◽  
Mass Spectrometry Analysis ◽  
Liquid Chromatography Mass Spectrometry ◽  
Spectrometry Analysis ◽  
Chromatography Mass Spectrometry

Complete inline reduction of NISTmAb disulfide bonds using an electrochemical cell coupled to LC-MS analysis, reduction is carried out without the use of traditional reducing agents or enzymes.

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