Publications by Year: 2004

2004

Kaanumalle, L. S.; Gibb, C. L. D.; Gibb, B. C.; Ramamurthy, V. Controlling Photochemistry with Distinct Hydrophobic Nanoenvironments. Journal of the American Chemical Society 2004, 126, 14366-14367.
A combination of hydrophobic forces and guest templation drive the assembly of cavitands into molecular capsules. Encapsulated guests such as dibenzyl ketones reside in an essentially dry environment, and upon irradiation, undergo rearrangement processes that are templated by the shape of the 1 nm × 2 nm cavity.
Gibb, C. L. D.; Gibb, B. C. Well-Defined, Organic Nanoenvironments in Water:  The Hydrophobic Effect Drives a Capsular Assembly. Journal of the American Chemical Society 2004, 126, 11408-11409.
The synthesis of a water-soluble, deep-cavity cavitand is reported. A blend of molecular curvature and amphiphilicity, this molecule has a hydrophobic concave surface and a hydrophilic convex surface. As a result, in aqueous solution and in the presence of a guest molecule, the host self-assembles to form a capsular assembly with an interior cavity large enough to entrap steroidal guests.
Three families of tris-pyridyl methanol ligands were synthesized. An analysis of the Zn2+ binding properties of the ligands revealed that both steric and electronic properties of the pyridine substituents, as well as the nature of the group on the tertiary alcohol oxygen, control the thermodynamics and kinetics of complex formation.