Photorelease of incarcerated guests in aqueous solution with phenacyl esters as the trigger

Jagadesan, Pradeepkumar; Silva, José P. da; Givens, Richard S.; Ramamurthy, V.

http://hdl.handle.net/10400.1/6564

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Authors

Jagadesan, Pradeepkumar

Silva, José P. da

Givens, Richard S.

Ramamurthy, V.

Abstract(s)

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.