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

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...

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Bibliographic Details
Main Author: Jagadesan, Pradeepkumar (author)
Other Authors: Silva, José P. da (author), Givens, Richard S. (author), Ramamurthy, V. (author)
Format: article
Language:eng
Published: 2015
Online Access:http://hdl.handle.net/10400.1/6564
Country:Portugal
Oai:oai:sapientia.ualg.pt:10400.1/6564
Description
Summary: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.