Article

An amphiphilic molecular basket sensitive to both solvent changes and UV irradiation.

Department of Chemistry, Iowa State University, Ames, Iowa 50011-3111, USA.
The Journal of Organic Chemistry (impact factor: 4.45). 01/2007; 71(25):9491-4. DOI:10.1021/jo061672w pp.9491-4
Source: PubMed

ABSTRACT A molecular basket was obtained by linking four cholate units to a cone-shaped calix[4]arene scaffold through azobenzene spacers. The molecule turns its polar faces inward in nonpolar solvents to bind polar molecules such as sugar derivatives. In polar solvents, the nonpolar faces turn inward, allowing the binding of hydrophobic guests such as pyrene. The molecule can also respond to UV irradiation by trans-cis isomerization of the azobenzene spacers. Response toward both solvents and UV light is fully reversible.

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Keywords

azobenzene spacers
 
bind polar molecules
 
binding
 
cone-shaped calix[4]arene scaffold
 
hydrophobic guests
 
inward
 
molecular basket
 
nonpolar
 
nonpolar solvents
 
polar
 
polar solvents
 
sugar derivatives
 
UV irradiation
 
UV light
 

Eui-Hyun Ryu