The self-association of 2-aminopyridine (2AP) in deuterated chloroform (CDCl3) and deuterated dimethyl sulfoxide (DMSO-d6) and 3-aminopyridine (3AP) in CDCl3 have been studied experimentally by 1H nuclear magnetic resonance spectroscopy. At 291 K, the measured association constants for 2AP are found to be 0.166 and 0.0229 lmol -1 in CDCl3 and DMSO-d6, respectively, whereas the association constant for 3AP in CDCl3 is 0.271 l mol -1. To rationalise the experimental data, ab initio computational methods have been employed to identify the dimer structures which are of major importance in these self-association processes. In addition, the performance of continuum solvation models applied to 2AP association have been evaluated. © 2003 Elsevier B.V. All rights reserved.
- Ab initio computation
- Nuclear magnetic resonance spectroscopy