A Latent Reaction in a Model GFP Chromophore Revealed upon Confinement: Photohydroxylation of <i>ortho</i>-Halo Benzylidene-3-methyl­imidazolidiones via an Electrocylization Process

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 <i>ortho</i>, <i>meta</i>, and <i>para</i> halogen substituted GFP chromophores only the <i>ortho</i> 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