Design, synthesis, and structural and retrostructural analyses of libraries of AB4 and AB5 self-assembling dendrons and supramolecular dendrimers

ORGN 329

Virgil Percec, percec@sas.upenn.edu1, Betty C. Won1, Mihai Peterca2, and Paul A. Heiney2. (1) Roy & Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, PA 19104-6323, (2) Department of Physics and Astronomy, University of Pennsylvania, Philadelphia, PA 19104
Our laboratory is involved in the design and synthesis of self-assembling dendrons that generate supramolecular dendrimers with a level of structural perfection that allows for their self-organization into periodic and quasiperiodic assemblies. The structural and retrostructural analyses of their assemblies provide an accelerated approach to the design of self-assembling dendrons that are currently used to investigate the structural origin of functions and to create functions, according to biological principles, via their 3D tertiary and quaternary structures. We have investigated strategies based on constitutionally isomeric AB2 and AB3 building blocks as well as hybrid dendrons based on combinations of (AB)y-AB2 and (AB)y-AB3 building blocks. We will discuss the design and synthesis of the first examples of AB4 and AB5 building blocks and their use in the synthesis of self-assembling dendrons. The structural and retrostructural analyses of their supramolecular dendrimers will reveal new concepts in supramolecular chirality and other biologically-inspired functions.
 

Molecular Recognition and Self-Assembly
1:00 PM-5:00 PM, Monday, 11 September 2006 Moscone Center -- Room 132, Oral

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006