Electrochemical behaviour of heterocyclic amine derivatives in media of controlled proton availability - Part I. Reduction mechanism and electron spin resonance study of 2-phenyl 4-substituted quinolines in DMF

Andruzzi, R. ; Trazza, A. ; Greci, L. ; Marchetti, L.

Amsterdam : Elsevier
ISSN:
0368-1874
Source:
Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
Topics:
Chemistry and Pharmacology
Type of Medium:
Electronic Resource
URL:
_version_ 1798292502213558272
autor Andruzzi, R.
Trazza, A.
Greci, L.
Marchetti, L.
autorsonst Andruzzi, R.
Trazza, A.
Greci, L.
Marchetti, L.
book_url http://linkinghub.elsevier.com/retrieve/pii/0368-1874(80)80100-6
datenlieferant nat_lic_papers
fussnote The electroreduction of some 4-substituted 2-phenylquinolines in dimethylformamide solutions was studied by dc and ac phase selective polarography, cyclic voltammetry, controlled-potential coulometry, ESR and UV spectrometry, in the presence and absence of protonating agents.In a protic medium 2-phenylquinolines are reduced via a bielectronic polarographic step to the corresponding 1,4-dihydroquinolines. In an aprotic medium two well-defined reduction steps are observed. The first is a reversible one-electron transfer producing a stable anion radical characterized by ESR spectroscopy. The second is an irreversible one-electron transfer producing the di-anion. A multistep scheme for the reduction process consistent with the experimental results is proposed.
hauptsatz hsatz_simple
identnr NLZ188048464
issn 0368-1874
journal_name Journal of Electroanalytical Chemistry
materialart 1
package_name Elsevier
publikationsort Amsterdam
publisher Elsevier
reference 108 (1980), S. 49-58
search_space articles
shingle_author_1 Andruzzi, R.
Trazza, A.
Greci, L.
Marchetti, L.
shingle_author_2 Andruzzi, R.
Trazza, A.
Greci, L.
Marchetti, L.
shingle_author_3 Andruzzi, R.
Trazza, A.
Greci, L.
Marchetti, L.
shingle_author_4 Andruzzi, R.
Trazza, A.
Greci, L.
Marchetti, L.
shingle_catch_all_1 Andruzzi, R.
Trazza, A.
Greci, L.
Marchetti, L.
Electrochemical behaviour of heterocyclic amine derivatives in media of controlled proton availability - Part I. Reduction mechanism and electron spin resonance study of 2-phenyl 4-substituted quinolines in DMF
0368-1874
03681874
Elsevier
shingle_catch_all_2 Andruzzi, R.
Trazza, A.
Greci, L.
Marchetti, L.
Electrochemical behaviour of heterocyclic amine derivatives in media of controlled proton availability - Part I. Reduction mechanism and electron spin resonance study of 2-phenyl 4-substituted quinolines in DMF
0368-1874
03681874
Elsevier
shingle_catch_all_3 Andruzzi, R.
Trazza, A.
Greci, L.
Marchetti, L.
Electrochemical behaviour of heterocyclic amine derivatives in media of controlled proton availability - Part I. Reduction mechanism and electron spin resonance study of 2-phenyl 4-substituted quinolines in DMF
0368-1874
03681874
Elsevier
shingle_catch_all_4 Andruzzi, R.
Trazza, A.
Greci, L.
Marchetti, L.
Electrochemical behaviour of heterocyclic amine derivatives in media of controlled proton availability - Part I. Reduction mechanism and electron spin resonance study of 2-phenyl 4-substituted quinolines in DMF
0368-1874
03681874
Elsevier
shingle_title_1 Electrochemical behaviour of heterocyclic amine derivatives in media of controlled proton availability - Part I. Reduction mechanism and electron spin resonance study of 2-phenyl 4-substituted quinolines in DMF
shingle_title_2 Electrochemical behaviour of heterocyclic amine derivatives in media of controlled proton availability - Part I. Reduction mechanism and electron spin resonance study of 2-phenyl 4-substituted quinolines in DMF
shingle_title_3 Electrochemical behaviour of heterocyclic amine derivatives in media of controlled proton availability - Part I. Reduction mechanism and electron spin resonance study of 2-phenyl 4-substituted quinolines in DMF
shingle_title_4 Electrochemical behaviour of heterocyclic amine derivatives in media of controlled proton availability - Part I. Reduction mechanism and electron spin resonance study of 2-phenyl 4-substituted quinolines in DMF
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source_archive Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
timestamp 2024-05-06T08:49:32.439Z
titel Electrochemical behaviour of heterocyclic amine derivatives in media of controlled proton availability - Part I. Reduction mechanism and electron spin resonance study of 2-phenyl 4-substituted quinolines in DMF
titel_suche Electrochemical behaviour of heterocyclic amine derivatives in media of controlled proton availability - Part I. Reduction mechanism and electron spin resonance study of 2-phenyl 4-substituted quinolines in DMF
The electroreduction of some 4-substituted 2-phenylquinolines in dimethylformamide solutions was studied by dc and ac phase selective polarography, cyclic voltammetry, controlled-potential coulometry, ESR and UV spectrometry, in the presence and absence of protonating agents.In a protic medium 2-phenylquinolines are reduced via a bielectronic polarographic step to the corresponding 1,4-dihydroquinolines. In an aprotic medium two well-defined reduction steps are observed. The first is a reversible one-electron transfer producing a stable anion radical characterized by ESR spectroscopy. The second is an irreversible one-electron transfer producing the di-anion. A multistep scheme for the reduction process consistent with the experimental results is proposed.
topic V
uid nat_lic_papers_NLZ188048464