Melding Caged Compounds with Supramolecular Containers: Photogeneration and Miscreant Behavior of the Coumarylmethyl Carbocation

作者：Kamatham Nareshbabu; Da Silva Jose P^*; Givens Richard S^*; Ramamurthy V^*

来源：Organic Letters, 2017, 19(13): 3588-3591.

DOI：10.1021/acs.orglett.7b01572

By 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 carbo cation 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.

• 出版日期2017-7-7