Melding Caged Compounds with Supramolecular Containers

Photogeneration and Miscreant Behavior of the Coumarylmethyl Carbocation

Nareshbabu Kamatham, José P. Da Silva, Richard S. Givens, Vaidhyanathan Ramamurthy

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

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 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.

Original languageEnglish (US)
Pages (from-to)3588-3591
Number of pages4
JournalOrganic Letters
Volume19
Issue number13
DOIs
StatePublished - Jul 7 2017

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Supramolecular chemistry
Photochemistry
Photochemical reactions
Carboxylic Acids
containers
Merging
Ground state
Capsules
Containers
Molecules
Acids
Water
capsules
carboxylic acids
photochemical reactions
chemistry
acids
ground state
predictions
electronics

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Melding Caged Compounds with Supramolecular Containers : Photogeneration and Miscreant Behavior of the Coumarylmethyl Carbocation. / Kamatham, Nareshbabu; Da Silva, José P.; Givens, Richard S.; Ramamurthy, Vaidhyanathan.

In: Organic Letters, Vol. 19, No. 13, 07.07.2017, p. 3588-3591.

Research output: Contribution to journalArticle

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