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Polarographic behaviour of pyridyl analogues of chalcone: Part I. Polarographic reduction of isomeric 1-(2-hydroxyphenyl)-3-[2(3 or 4)-pyridyl]-2-propen-1-ones and 1-(2-hydroxy-4-methoxyphenyl)-3-[2(3 or 4)-pyridyl]-2-propen-1-ones

✍ Scribed by Karol Butkiewicz


Publisher
Elsevier Science
Year
1972
Weight
540 KB
Volume
39
Category
Article
ISSN
0022-0728

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✦ Synopsis


Many investigations have been made on the polarographic reduction of chalcone and its heterocyclic analogues 1-1Β°. Thus, Tirouflet and Corvaisier 11 described the reduction of the pyridyl analogues of o-hydroxychalcone in buffered solutions of 40~ isopropyl alcohol. Under these conditions, isomeric 1-(2-hydroxyphenyl)-3-[2(3 or 4)-pyridyl]-2-propen-l-ones gave a two-electron wave in an acid medium, and one, two or three waves in alkaline media. The same authors 11'12 found that in an alkaline medium cyclization of the compounds to the corresponding chromannones took place. For the quinolyl analogues of chalcone with the heterocyclic group adjacent to the carbonyl group, the first reduction step was reported to take place in one two-electron wave at pH < 10 in 50~ ethanoP 3.


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The title compounds were investigated to characterize their structure and fragmentation mechanisms by EI electron impact mass spectrometry (EI-MS) and collisionally activated decomposition. The results obtained on magnetic sector instruments show that the compounds fragment similarly whether the sub