The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 8-Hydroxyquinoline 1-oxide(SMILESS: OC1=CC=CC2=CC=C[N+]([O-])=C12,cas:1127-45-3) is researched.Computed Properties of C12H12N2. The article 《Influence of solvents on intramolecular hydrogen bonds with large proton polarizability》 in relation to this compound, is published in Journal of Magnetic Resonance (1969-1992). Let’s take a look at the latest research on this compound (cas:1127-45-3).
A large number of compounds with intramol. hydrogen bonds with great proton polarizability were studied by 1H NMR in solvents of various polarities. With the homoconjugated hydrogen bonds, small changes of the chem. shift of the hydrogen-bonded proton are observed with increasing polarity of the solvent, whereby the signal shifts toward lower field. This effect is explained by increasing removal of the counterions from the homoconjugated hydrogen bonds and thus, by decreasing induced dipole interaction of the counterions and the hydrogen bonds with great proton polarizability. In the case of heteroconjugated hydrogen bonds analogous but much greater shifts are observed They are explained by a shift of the OH···N ⇌ O-···H+N equilibrium to the right-hand side with increasing polarity of the solvent. With hydrogen bonds showing no great proton polarizability these effects do not occur.
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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider