Characterization Studies of 1-(4-Cyano-2-oxo-1,2-dihydro-1-pyridyl)-3-(4-cyano-1,2-dihydro-1-pyridyl)propane Formed from the Reaction of Hydroxide Ion with 1,3-Bis-(4-cyano pyridinium)propane

The aqueous alkaline reaction of 1,3-bis(4-cyanopyridinium) propane dibromide, a reactant constituted of two pyridinium rings linked by a three-methylene bridge, generates a novel compound, 1-(4-cyano-2-oxo-1,2-dihydro-1-pyridyl)-3-(4-cyano-1,2-dihydro-1-pyridyl) propane. The reaction pathway is att...

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Published inJournal of the Brazilian Chemical Society Vol. 22; no. 9; pp. 1644 - 1648
Main Authors Fiori, Simone, Schuquel, Ivania T. A., da Silva, Idelcio N., Politi, Mario J., Catalani, Luiz H., Chaimovich, Hernan, Meyer, Emerson, Hioka, Noboru
Format Journal Article
LanguageEnglish
Portuguese
Published SAO PAULO Soc Brasileira Quimica 01.09.2011
Sociedade Brasileira de Química
Subjects
Chemistry
CHEMISTRY, MULTIDISCIPLINARY
Physical Sciences
Science & Technology
PSEUDOBASES
ALKALINE-HYDROLYSIS
cyanopyridinium
alkaline reaction
PRODUCTS
charge-conformational effects
SALTS
1,OMEGA-BIS(2-BROMOPYRIDINIUM)ALKANES
1-(4-cyano-2-oxo-1,2-dihydro-1-pyridyl)-3-(4-cyano-1,2-dihydro-1-pyridyl)propane
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Summary:The aqueous alkaline reaction of 1,3-bis(4-cyanopyridinium) propane dibromide, a reactant constituted of two pyridinium rings linked by a three-methylene bridge, generates a novel compound, 1-(4-cyano-2-oxo-1,2-dihydro-1-pyridyl)-3-(4-cyano-1,2-dihydro-1-pyridyl) propane. The reaction pathway is attributed to the proximity of the OH-ion inserted between two pyridinium moieties, which occurs only in bis(pyridinium) derivatives connected by short methylene spacers, where charge-conformational effects are important.
ISSN:0103-5053
1678-4790
DOI:10.1590/s0103-50532011000900004