ol6b02655_si_001.pdf (7.22 MB)
Photorelease of Incarcerated Caged Acids from Hydrophobic Coumaryl Esters into Aqueous Solution
journal contribution
posted on 2016-10-18, 17:03 authored by Nareshbabu Kamatham, Débora
C. Mendes, José P. Da Silva, Richard S. Givens, V. RamamurthyPhotolysis 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.