%0 Journal Article %A Kamatham, Nareshbabu %A Mendes, Débora C. %A P. Da Silva, José %A Givens, Richard S. %A Ramamurthy, V. %D 2016 %T Photorelease of Incarcerated Caged Acids from Hydrophobic Coumaryl Esters into Aqueous Solution %U https://acs.figshare.com/articles/journal_contribution/Photorelease_of_Incarcerated_Caged_Acids_from_Hydrophobic_Coumaryl_Esters_into_Aqueous_Solution/4038576 %R 10.1021/acs.orglett.6b02655.s001 %2 https://acs.figshare.com/ndownloader/files/6502077 %K Hydrophobic Coumaryl Esters %K coumarylmethyl ester photolysis %K hydrogen abstraction process %K host octaacid %K carboxylic acid esters %K Incarcerated Caged Acids %K acid molecules %K Aqueous Solution Photolysis %K methoxycoumaryl %X Photolysis of aqueous solutions of carboxylic acid esters of 7-(methoxycoumaryl)-4-methanol included within the capsule made up of two molecules of octaacid released the acids in water. The trigger 7-(methoxycoumaryl)-4-methyl chromophore remains within octaacid either as the alcohol or as an adduct with the host octaacid through a hydrogen abstraction process. The method established here offers a procedure to release hydrophobic acid molecules in water at will in a timely manner with light. In addition, the system offers an unanticipated opportunity to probe the mechanistic dichotomy of a diradicaloid intermediate expressing both radical and ionic behavior when generated by coumarylmethyl ester photolysis in a hydrophobic environment. %I ACS Publications