Journal or Book Title
Journal of Physical Chemistry
Ab initio calculations are reported on 7-azaindole and the 1:1 complexes between 7-azaindole and water and methanol. Geometry optimizations using restricted Hartree−Fock wavefunctions and a double ζ plus polarization basis set were performed on the tautomeric minima and the transition states connecting these minima. Energetics were predicted using second-order perturbation theory. The ground state activation energy for tautomerization is predicted to decrease from nearly 60 kcal/mol in 7-azaindole to about 20 kcal/mol for the 1:1 complexes. Vertical excitation of the 1:1 complex with water, qualitatively estimated using singly excited configuration interaction, is predicted to reverse the order of stability of the two tautomers.
American Chemical Society
Gordon, Mark S., "Hydrogen Transfer in 7-Azaindole" (1996). Chemistry Publications. 294.