Properties of deep-cavity cavitands

ORGN 287

Bruce C. Gibb, bgibb@uno.edu, Department of Chemistry, University of New Orleans, Lakefront Campus, 2000 Lakeshore Drive, New Orleans, LA 70148
We will discuss two aspects of our research into deep-cavity cavitands. In organic solvents, these bowl-shaped molecules readily form 1:1 complexes with suitable guest molecules (below left). We will report on the synthesis and properties of cavitands possessing functionalized concavity that are capable of selectively reacting with complementary guests. We will also discuss water-soluble cavitands that form capsular complexes capable of entrapping one or more guests (2:1 complex shown below right). We will report on some of the unusual properties of these complexes, and our recent efforts to understanding the thermodynamics driving their formation.