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Aromatic nitrogen bridgehead compounds. I. The dipyrido[1,2-c:2',1'-e]-imidazolium and related cations by IC Calder; WHF Sasse is a Chemistry article available to read on EtoBox.

What is Aromatic nitrogen bridgehead compounds. I. The dipyrido[1,2-c:2',1'-e]-imidazolium and related cations about?

The preparation of the dipyrido[l,2-c:2?,1?-e]imidazolium cation (I) and some substituted cations from 2,2'-bipyridyls and gem-dihalides is described. As expected, (I) exhibits reactions typical for both a-electron excessive and n-electron deficient aromatic ring systems. Thus, (I) may be brominated, methylated, benzoylated, and acetylated at the 6-position; the cation (I) also adds to methyl vinyl ketone. The action of hydroxyl ions in the presence of air produces the corresponding 2,2'-bipyridyls, as does the action of light and air. The rate of bromination of the 6-phenyl derivative (XII) to give the 2,10-dibromo cation (XVI) is comparable to that of naphthalene. The 6-acyl derivatives (XIX) are converted to the parent cation (I) by the action of either acid or base.

Who reads Aromatic nitrogen bridgehead compounds. I. The dipyrido[1,2-c:2',1'-e]-imidazolium and related cations?

It is typically read by researchers, students, and practitioners in Chemistry.

Author
IC Calder; WHF Sasse
Published
1965
Language
EN
Field
Chemistry (Physical Sciences)

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