Tug of war: Treatment of the doubly 15N-labeled anion receptor 6-nitro-2,3-dipyrrol-2-ylquinoxaline with solid sodium hydride in CD2Cl2/[D6]DMSO leads to the monodeprotonated anion (see picture). The NMR data indicate the formation of a very strong intramolecular NHN hydrogen bond, with a scalar 15N–15N coupling constant of 16.5 Hz, the largest value observed to date.
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Pietrzak et al. (2007) studied this question.
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