ol7b01572_si_001.pdf (3.86 MB)
Melding Caged Compounds with Supramolecular Containers: Photogeneration and Miscreant Behavior of the Coumarylmethyl Carbocation
journal contribution
posted on 2017-06-19, 23:48 authored by Nareshbabu Kamatham, José P. Da Silva, Richard S. Givens, V. RamamurthyBy merging well-established
concepts of supramolecular chemistry,
protecting group strategy, and photochemistry, we have solubilized
in water hydrophobic organic molecules consisting of a photoactive
protecting group and masked carboxylic acids, released the desired
acid, and confined a reactive carbocation intermediate within a capsule.
Confinement of the photogenerated carbocation brought out the latent
radical-like behavior. This observation is consistent with the recent
theoretical prediction of the 7-(diethylamino)coumarinyl-4-methyl
carbocation having a triplet diradical ground-state electronic contribution.