Melding caged compounds with supramolecular containers: photogeneration and miscreant behavior of the coumarylmethyl carbocation

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 car...

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Bibliographic Details
Main Author: Kamatham, Nareshbabu (author)
Other Authors: Da Silva, José Paulo (author), Givens, Richard S. (author), Ramamurthy, V. (author)
Format: article
Language:eng
Published: 2019
Subjects:
Photoremovable Protecting Groups
Coumarin laser-dyes
Aqueous-solution
Esters
Photochemistry
Donor
Water
Photorelease
Generation
Mechanism
Online Access:http://hdl.handle.net/10400.1/13066
Country:Portugal
Oai:oai:sapientia.ualg.pt:10400.1/13066
Description
Summary: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.

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