Dependence of the reactivity of five-membered aromatic heterocycles on their structure. 5. Protonation of furazane,furoxane, and their aminoderivatives |
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Authors: | V G Andrianov M A Shokhen A V Eremeev |
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Institution: | (1) Institute of Organic Synthesis, Academy of Sciences of the Latvian SSR, 226006 Riga |
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Abstract: | Proton affinity of furazane, furoxane, and their aminoderivatives for protonation at various centers was calculated by ab initio methods using the STO-3G basis set. Basicity was found to decrease in the following order: N-oxide oxygen atom, endocyclic nitrogen atom, amino group. The presence in the ring of aminogroups or N-oxide functions leads to elevated proton affinity of the basic centers which are located in the active positions of the ring.For Communication 4, see 1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1261–1264, September, 1989. |
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