The largest 15N-15N coupling constant across an NHN hydrogen bond

Mariusz Pietrzak*, Andrew C. Try, Bruno Andrioletti, Jonathan L. Sessler, Pavel Anzenbacher, Hans Heinrich Limbach

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)


Tug of war: Treatment of the doubly 15N-labeled anion receptor 6-nitro-2,3-dipyrrol-2-ylquinoxaline with solid sodium hydride in CD 2Cl2/[D6] DMSO leads to the mono-deprotonated 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. (Chemical Equation Presented).

Original languageEnglish
Pages (from-to)1123-1126
Number of pages4
JournalAngewandte Chemie - International Edition
Issue number6
Publication statusPublished - 2008


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