Phenyl-acetylene scaffolding as novel fluorescent materials

ORGN 37

Michael M. Haley, haley@uoregon.edu, Department of Chemistry and Materials Science Institute, University of Oregon, Eugene, OR 97403-1253
Highly conjugated carbon-rich materials functionalized with electron donor and acceptor groups have attracted considerable interest in recent years. These materials often display reasonably large optical and nonlinear optical responses. We are currently studying the consequences of altering the substitution pattern of donor and acceptor groups conjugated in two dimensions across phenylacetylene backbones. By locking the system into planarity with a diacetylene bridge to form dehydrobenzoannulenes, we can greatly increase the conjugation and further enhanced the optical properties. The synthesis of a series of [14]- and [15]annulene systems as well as their non-planar phenylacetylene “cruciform” mimics will be discussed, and a systematic comparison of the optical properties of the fluorescent scaffolds will be presented.

 

Novel Fluorophores
1:00 PM-5:30 PM, Sunday, April 6, 2008 Morial Convention Center -- Rm. R05, Oral

Division of Organic Chemistry

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