Self-sorting molecular clips

ORGN 470

Soumyadip Ghosh, soumyadip2001@yahoo.com1, Anxin Wu2, and Lyle Isaacs, Lisaacs@umd.edu1. (1) Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, (2) College of Chemistry, Central China Normal University, Wuhan, 430079, China
Self-sorting the ability of molecules and entities to efficiently distinguish between self and non-self is common in biology but relatively rare in non-natural systems. We report that compounds 1 and 2 form tightly self-associated dimers in chloroform that display high levels of chiral discrimination and self-sorting. These tightly self-associated H-bonding modules are driven by simultaneous formation of pi-pi and H-bonding interactions. The confluences of these properties render the dimers prime modules for use in advanced applications. We will present our latest efforts toward understanding the factors governing self-sorting in these systems (e.g. H-bond number and geometry, chirality and solvent dependence).


Bioorganic, Metal-Mediated Reactions, and Molecular Recognition
8:00 PM-10:00 PM, Tuesday, 30 August 2005 Washington DC Convention Center -- Hall A, Poster

8:00 PM-10:00 PM, Monday, 29 August 2005 Washington DC Convention Center -- Hall A, Sci-Mix

Division of Organic Chemistry

The 230th ACS National Meeting, in Washington, DC, Aug 28-Sept 1, 2005