Aromatic and antiaromatic rings in the same molecule: How do the moieties of the rings affect the bridging CC bonds

PHYS 528

Daniel B. Lawson, dblawson@umich.edu and Steve Spaulding. Natural Sciences, University of Michigan-Dearborn, 4901 Evergreen Road, Dearborn, MI 48128
Molecules containing both locally aromatic and locally antiaromatic rings are examined to determine the extent of interaction of the aromaticities. Conditions by which the local aromaticities remain isolated and where they combine are categorized according to pi overlap, MO energy diagrams, and aromatic stabilization energies. B3LYP density functional and MP2 calculations using 6-31g* and 6-311+g* basis sets have been performed to determine the various associated aromatic properties of a select group of polycyclic aromatic/antiaromatic hydrocarbons. Of primary interest is the determination of interaction of the aromaticity through saturated and unsaturated bridging chains. In addition to the aromatic stabilization energy, electronic orbital analysis is provided along with magnetic characterization of the rings and some interesting perturbative effects associated with positive charges and electric fields are revealed by density difference.
 

PHYS Poster Session - General Theory
7:30 PM-10:00 PM, Wednesday, April 9, 2008 Morial Convention Center -- Hall A, Poster

Division of Physical Chemistry

The 235th ACS National Meeting, New Orleans, LA, April 6-10, 2008