Gurinov, Andrey A. and Lesnichin, Stepan B. and Limbach, Hans-Heinrich and Shenderovich, Ilya G. (2014) How Short is the Strongest Hydrogen Bond in the Proton-Bound Homodimers of Pyridine Derivatives? JOURNAL OF PHYSICAL CHEMISTRY A, 118 (45). pp. 10804-10812. ISSN 1089-5639,
Full text not available from this repository. (Request a copy)Abstract
Hydrogen bond geometries in the proton-bound homodimers of ortho-unsubstituted and ortho-methylsubstituted pyridine derivatives in aprotic polar solution were estimated using experimental NMR data. Within the series of homodimers studied the hydrogen bond lengths depend on the proton affinity of pyridines and-at least for the ortho-methylsubstituted pyridines-on the pK(a) of the conjugate acids in an approximately quadratic manner. The shortest possible hydrogen bond in the homodimers of ortho-unsubstituted pyridines is characterized by the N center dot center dot center dot N distance of 2.613 angstrom. Steric repulsion between the methyl groups of the ortho-methylsubstituted pyridines becomes operative at an N center dot center dot center dot N distance of similar to 2.7 angstrom and limits the closest approach to 2.665 angstrom.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | NMR CHEMICAL-SHIFTS; NUCLEAR-MAGNETIC-RESONANCE; SPIN COUPLING-CONSTANTS; ACID-BASE COMPLEXES; SOLID-STATE; CARBOXYLIC-ACIDS; ACTIVE-SITE; AB-INITIO; X-RAY; GEOMETRIES; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 07 Aug 2019 13:13 |
| Last Modified: | 07 Aug 2019 13:13 |
| URI: | https://pred.uni-regensburg.de/id/eprint/9208 |
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