Secondary interactions as driving force in heterocomplex formation of 2,7-disubstituted-1,8-naphthyridines: Quantum chemical, NMR and mass spectral investigations

作者：Osmialowski Borys^*; Kolehmainen Erkki; Sievanen Elina; Kauppinen Reijo; Behera Babita

来源：Journal of Molecular Structure, 2009, 931(1-3): 60-67.

DOI：10.1016/j.molstruc.2009.05.028

• Heterocycles
• Tautomerism
• Self-assembly
• Dimerization
• Ab initio calculations

Tautomerism and dimerization of 2,7-disubstituted-1,8-naphtyridines has been studied theoretically by quantum chemical methods and experimentally by liquid and solid state NMR and ESI-TOF mass spectral techniques. The heterocomplex formation has been proven in solution by variable temperature (1)H NMR and in solid state by (13)C CPMAS NMR spectra of a grinded mixture of two congeners. Secondary interactions have been proposed as driving forces in the heterocomplex formation. The energy differences between homo- and heterocomplexes were calculated with recently developed DFT D methods. The energy data obtained by the quantum chemical methods are in agreement with the concept of secondary interactions and with the experimental observations.

• 出版日期2009-8-14