Département de chimie moléculaire

The photophys. and electrochem. properties of tetrazines substituted by linear 2,3-naphthalimide antennas and/or adamantane groups specifically dedicated to host-guest interactions with cyclodextrins are studied both in org. and aq. media. In acetonitrile solvent, the redn. potential of tetrazine leading to the anion radical is shifted, depending on the electron-withdrawing power of the substituent of the tetrazines. Due to the hydrophobic character of these compds., their solubilization in aq. soln. is achieved successively in presence of either $\beta$-cyclodextrins or gold nanoparticules modified by $\beta$-cyclodextrins. We demonstrate that the formation of the inclusion compd. tetrazine-cyclodextrin allows the solubilization of the tetrazines in aq. soln. The supramol. assemblies obtained in water retain tetrazine's emission properties, yielding a yellow fluorescence. [on SciFinder(R)]