Spectral and Photochemical Properties of Dipyrenylcyclobutanes Formed in the [2+2] Photocycloaddition Reaction from Biphotochromic Dyads
摘要
The properties of dipyrenylcyclobutanes CB10 and CBoX, which are products of the [2+2] photocycloaddition (PCA) reaction of biphotochromic dyads D10 and DoX, respectively, have been studied. The absorption and fluorescence spectra in cyclobutane CBoX revealed the presence of different types of pyrene substituents, with strong and weak interactions in the ground S0 and excited S1 states. In both cyclobutanes, energy transfer from the pyrenyl substituents to the cyclobutane rings is observed, initiating the cyclobutane opening reaction (retro-PCA), which occurs via the predissociation mechanism. The photochromic pair “D10–CB10” is an example of a new type of photochrome operating via the PCA reaction mechanism and can function as a two-channel color-correlated fluorescent photoswitch.