Inter‐ and intra‐molecular hydrogen bonding effects on geminal  15 N,  1 H spin coupling and  15 N chemical shifts in pyridine derivatives | Zendy

Holzer W. | Zendy; Von Philipsborn W. | Zendy

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Inter‐ and intra‐molecular hydrogen bonding effects on geminal 15 N, 1 H spin coupling and 15 N chemical shifts in pyridine derivatives

Author(s) -

Holzer W.,

Von Philipsborn W.

Publication year - 1989

Publication title -

magnetic resonance in chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.483

H-Index - 72

eISSN - 1097-458X

pISSN - 0749-1581

DOI - 10.1002/mrc.1260270602

Subject(s) - chemistry , geminal , hydrogen bond , pyridine , intramolecular force , lone pair , coupling constant , solvent , hydrogen , nitrogen , crystallography , computational chemistry , molecule , stereochemistry , medicinal chemistry , organic chemistry , physics , particle physics

The two‐bond 15 N,H coupling constant in 3,5‐dimethylpyridine was determined in 30 solvents and shown to vary between −11 and −3 Hz. An increasing ability of the solvent to form hydrogen bonds causes a steady decrease in ∣ 2 J ( 15 N,H)∣, which is also observed with some selected pyridine derivatives with intramolecular hydrogen bonds. A linear correlation is found between the positive lone‐pair effect on ∣ 2 J ( 15 N,H)∣ and the decrease in nitrogen shielding.

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