Oxidation of 4,7-phenanthroline derivatives

Oxidation of 1,3-diphenyl-4,7-phenanthroline with potassium permanganate in alkaline medium results in transformation of the 4,7-phenanthroline ring system into 1,8-diaazafluorenone. Oxidation of 12-aryl- and 12-aryl-9,9-dimethyl-8,9,10,12-tetrahydro-7H-benzo[b][4,7]phenanthrolin-11-ones (condensati...

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Bibliographic Details
Published inRussian journal of organic chemistry Vol. 40; no. 9; pp. 1322 - 1328
Main Authors Gusak, KN, Kozlov, NG, Tereshko, AB
Format Journal Article
LanguageEnglish
Published NEW YORK Springer Nature 01.09.2004
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
PHENANTHROLINES
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Summary:Oxidation of 1,3-diphenyl-4,7-phenanthroline with potassium permanganate in alkaline medium results in transformation of the 4,7-phenanthroline ring system into 1,8-diaazafluorenone. Oxidation of 12-aryl- and 12-aryl-9,9-dimethyl-8,9,10,12-tetrahydro-7H-benzo[b][4,7]phenanthrolin-11-ones (condensation products of 6-arylmethylene-aminoquinolines with 1,3-cyclohexanedione and dimedone) with sodium nitrite in acetic acid leads to 12-aryl-9,10-dihydro-8H-benzo[b][4,7]phenanthrolin-11-ones. 13-Aryl-7,13-dihydro-12H-indeno-[2,1-b][4,7]phenanthrolin-12-ones obtained by reaction of 6-arylmethyleneaminoquinolines with 1,3-indandione are oxidized to 13-aryl-12H-indeno[2,1-b][4,7]phenanthrolin-12-ones on heating in nitrobenzene.
ISSN:1070-4280
1608-3393
DOI:10.1007/s11178-005-0014-4