Photochemical control of the reactivity of tetraaza-tetrapyridopentacene toward the activation of small molecules: An experimental and computational study

PHYS 384

Zachery Denkins, zachery.denkins05@kzoo.edu1, Wen Guo, wguo6@uncc.edu2, Jeffrey A. Bartz, jbartz@kzoo.edu1, and Sherine O. Obare, sobare@uncc.edu3. (1) Department of Chemistry, Kalamazoo College, 1200 Academy St., Kalamazoo, NC 49006, (2) Department of Chemistry and the Nanoscale Science Ph.D. Program, University of North Carolina-Charlotte, 9201 University City Blvd, Charlotte, NC 28223, (3) Department of Chemistry and the Nanoscale Science Program, University of North Carolina at Charlotte, 9201 University City Blvd, Charlotte, NC 28223
Organic chromophores capable of storing multiple electrons are highly advantageous toward permitting thermodynamically favored processes that cannot be achieved by single electron transfer pathways. We have synthesized a series of 9,11,20,22-tetraaza-tetrapyridopentacene (TATPP) and its related compounds, and have developed strategies to control their reactivity with small molecules including oxygen, carbon dioxide and chlorinated ethylenes. In each case, the reactive species displays unique color changes associated with the number of electrons stored. UV-visible absorbance spectroscopy, nuclear magnetic resonance spectroscopy, and spectroelectrochemistry were used to characterize each species. Furthermore, density functional theory calculations (B3LYP) were performed based on 6-31G(d,p) basis set via Gaussian03 program. Frequency calculations were performed to identify the local minimum energy of the optimized structure. The presentation will demonstrate the synthesis of the chromophores, their characterization of the strategies toward controlling the reactivity with various small molecules.
 

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

Sci-Mix
8:00 PM-10:00 PM, Monday, April 7, 2008 Morial Convention Center -- Hall A, Sci-Mix

Division of Physical Chemistry

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