CCL: Quantitative measure for susceptibility to nucleophilic attack?

 Sent to CCL by: Seth Olsen [s.olsen1],[]
 Hi CCLers,
I am interested in techniques which can provide a measure of susceptibility to nucleophilic attack in a particular fragment across a series of molecules. The goal is to have a quantitative measure of how different substitutents at another site affect the likelihood of nucleophilic attack at the site of interest.
This is somewhat removed from the areas of electronic structure to which I am accustomed. I understand from reading Bader's book that divots and bumps in the lapacian of the density can be an indication of these, but I was wondering if there was something a little more straightforward to analyze.
 Can anyone point me to some references?
 Many Thanks,
 Dr Seth Olsen, PhD
 Postdoctoral Fellow, Biomolecular Modeling Group
 Centre for Computational Molecular Science
 Australian Institute of Bioengineering and Nanotechnology (75)
 The University of Queensland
 Qld 4072, Brisbane, Australia
 tel (617) 3346 3976
 fax (617) 3365 4623
 email: s.olsen1 a
 The opinions expressed here are my own and do not represent the official
 position of the University of Queensland, its trustees or subsidiaries.