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

doi:10.1002/anie.200704411

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 journal › Article › peer-review

29 Citations (Scopus)

Abstract

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 language	English
Pages (from-to)	1123-1126
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	47
Issue number	6
DOIs	https://doi.org/10.1002/anie.200704411
Publication status	Published - 2008

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abstract = "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).",

author = "Mariusz Pietrzak and Try, \{Andrew C.\} and Bruno Andrioletti and Sessler, \{Jonathan L.\} and Pavel Anzenbacher and Limbach, \{Hans Heinrich\}",

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T1 - The largest 15N-15N coupling constant across an NHN hydrogen bond

AU - Pietrzak, Mariusz

AU - Try, Andrew C.

AU - Andrioletti, Bruno

AU - Sessler, Jonathan L.

AU - Anzenbacher, Pavel

AU - Limbach, Hans Heinrich

PY - 2008

Y1 - 2008

N2 - 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).

AB - 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).

UR - https://www.scopus.com/pages/publications/38849188600

U2 - 10.1002/anie.200704411

DO - 10.1002/anie.200704411

M3 - Article

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AN - SCOPUS:38849188600

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 6

ER -

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

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