title: Photorelease of incarcerated guests in aqueous solution with phenacyl esters as the trigger.
abstract: We report the clean, efficient photorelease of a series of carboxylic acids embedded in octa acid (OA) host and protected by a p-hydroxyphenacyl cage. A key role is played by the cage by providing hydrophobicity for entry into the OA enclosure and yet readily removable as a photoactivated protecting group for release from the host. The rapid photo-Favorskii rearrangement of the departing chromophore does not react with the host OA but diminishes hydrophobicity of the OA contents, leading to their facile release into the solvent.
authors.affiliation: Department of Chemistry, University of Miami , Coral Gables, Florida 33124, United States.
authors.forename: Pradeepkumar
authors.initials: P
authors.lastname: Jagadesan
authors.forename: José P
authors.initials: JP
authors.lastname: Da Silva
authors.forename: Richard S
authors.initials: RS
authors.lastname: Givens
authors.forename: V
authors.initials: V
authors.lastname: Ramamurthy
mesh_terms: D002264:Carboxylic Acids / Q000737:chemistry*; D004952:Esters; D057927:Hydrophobic and Hydrophilic Interactions; D015394:Molecular Structure; D010777:Photochemistry; D012997:Solvents / Q000737:chemistry*
chemical_list: D002264:Carboxylic Acids; D004952:Esters; D012997:Solvents