Stereoselective Electrochemical Reduction of Imazapyr in Aqueous Media Without Chiral Auxiliaries | Zendy

J.D. Mozo | Zendy; Manuel LópezLópez | Zendy; José Luis OlloquiSariego | Zendy; Víctor M. Molina | Zendy; J.J. Maraver | Zendy; J. Carbajo | Zendy

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Stereoselective Electrochemical Reduction of Imazapyr in Aqueous Media Without Chiral Auxiliaries

Author(s) -

J.D. Mozo,

Manuel LópezLópez,

José Luis OlloquiSariego,

Víctor M. Molina,

J.J. Maraver,

J. Carbajo

Publication year - 2010

Publication title -

journal of the electrochemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.258

H-Index - 271

eISSN - 1945-7111

pISSN - 0013-4651

DOI - 10.1149/1.3466872

Subject(s) - chemistry , electrochemistry , aqueous solution , cyclic voltammetry , tandem , stereoselectivity , voltammetry , chromatography , hanging mercury drop electrode , tandem mass spectrometry , imide , electrode , mass spectrometry , analytical chemistry (journal) , inorganic chemistry , organic chemistry , materials science , catalysis , composite material

The electrochemical reduction of imazapyr at the static mercury drop electrode was studied by cyclic voltammetry as a function of pH in aqueous buffered media. The process leads to the 2,3-C=N double bond reduction in the imidazoline moiety in all media. The products have been isolated by controlled-potential electrolyses and identified by high performance liquid chromatography-tandem mass spectrometry measurements and 1 H-NMR, 13 C-NMR, and IR spectra. Although no chiral auxiliary was used, a moderate diasteroisomeric excess was observed. The diasteromeric ratio depends on pH of the electrolyses.

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