A latent reaction in a model GFP chromophore revealed upon confinement

Photohydroxylation of ortho -halo benzylidene-3-methylimidazolidiones via an electrocylization process

Shampa R. Samanta, José P. Da Silva, Anthony Baldridge, Laren M. Tolbert, Vaidhyanathan Ramamurthy

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Excited state behavior of halogen substituted model GFP chromophores was investigated in an acetonitrile solution and in a confined environment provided by an octa acid capsule in water. Of the ortho, meta, and para halogen substituted GFP chromophores only the ortho compounds gave a new product resulting from an unprecedented photosubstitution of halogens by the hydroxyl group. This unusual reaction highlights the importance of confined spaces in bringing about some unattainable photoreactions.

Original languageEnglish
Pages (from-to)3304-3307
Number of pages4
JournalOrganic Letters
Volume16
Issue number12
DOIs
StatePublished - Jun 20 2014

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Halogens
Chromophores
halogens
chromophores
halos
Confined Spaces
capsules
Excited states
Hydroxyl Radical
acetonitrile
Capsules
acids
Acids
Water
products
water
excitation

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

A latent reaction in a model GFP chromophore revealed upon confinement : Photohydroxylation of ortho -halo benzylidene-3-methylimidazolidiones via an electrocylization process. / Samanta, Shampa R.; Da Silva, José P.; Baldridge, Anthony; Tolbert, Laren M.; Ramamurthy, Vaidhyanathan.

In: Organic Letters, Vol. 16, No. 12, 20.06.2014, p. 3304-3307.

Research output: Contribution to journalArticle

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