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A latent reaction in a model gfp chromophore revealed upon confinement: photohydroxylation of ortho-halo benzylidene-3-methylimidazolidiones via an electrocylization process

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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.

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American Chemical Society

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