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The concave position of the proton in protonated concave pyridines 8 ·H + or 9 ·H + leads to increased selectivities in protonation reactions of nitronate anions 2a–d . Thus, the reprotonation of the nitronate anion 2a by the protonated concave pyridine 8 ·H + selectively yields the nitro compound 1a whereas the nitronate anions 2b–d are transformed to the Net products 4b–d .
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Lüning et al. (1990) studied this question.
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