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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Detalhes bibliográficos
Autor principal: Kamatham, Nareshbabu (author)
Outros Autores: Da Silva, José Paulo (author), Givens, Richard S. (author), Ramamurthy, V. (author)
Formato: article
Idioma:eng
Publicado em: 2019
Assuntos:
Texto completo:http://hdl.handle.net/10400.1/13066
País:Portugal
Oai:oai:sapientia.ualg.pt:10400.1/13066
Descrição
Resumo: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.