CCL: Quantitative measure for susceptibility to nucleophilic attack?
- From: "Nuno A. G. Bandeira" <nuno.bandeira ~
ist.utl.pt>
- Subject: CCL: Quantitative measure for susceptibility to
nucleophilic attack?
- Date: Thu, 04 Oct 2007 19:31:44 +0100
Sent to CCL by: "Nuno A. G. Bandeira" [nuno.bandeira . ist.utl.pt]
Seth Olsen s.olsen1/./uq.edu.au wrote:
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.
There's Fukui's condensed nucleophilic/electrophilic functions which
are
derived from chemical hardness principles.
In principle what you seek can be extracted from the electronic density.
You'll find it in Pearson's "Chemical Hardness" published by
Wiley or
any good review on the subject.
--
Nuno A. G. Bandeira, AMRSC
Graduate researcher and molecular sculptor
Inorganic and Theoretical Chemistry Group,
Faculty of Science
University of Lisbon - C8 building, Campo Grande,
1749-016 Lisbon,Portugal
http://cqb.fc.ul.pt/intheochem/nuno.html
Doctoral student % IST,Lisbon
--