P. Politzer, I. Elminyawi, P. Lane
Nov 1, 1989
Citations
0
Influential Citations
7
Citations
Journal
Journal of Molecular Structure-theochem
Abstract
Abstract A computational study of some 1,4-diaminobutanes and their protonated forms has been carried out with the ab initio self-consistent-field GAUSSIAN 82 procedure. An optimized structure was calculated for each system, and used to obtain its atomic charges, bond orders (as measures of relative bond strengths), and electrostatic potential (for the neutral molecules). Protonation of an amino nitrogen is found to considerably weaken its bond to the carbon chain, and to a much lesser extent, its bond to an N -methyl group. The introduction of a fluorine on C 2 strengthens the adjacent C-C and the C-N bonds. Strongly-negative electrostatic potentials are found to be associated with the nitrogens in the neutral diamines, which can be attributed to their lone pairs and indicate significant degrees of basicity.