Effects of Aromatic Stabilization Energies on Photochromism of New Asymmetrical Azaindole‐Containing Diarylethenes

Three new asymmetrical diarylethenes containing an azaindole moiety and a variable heteroaryl ring have been synthesized. Their properties, such as photochromism, fatigue resistance, thermal stability, acidichromism, and fluorescence, were systematically investigated to elucidate the effects of aromatic stabilization energies (ASE) of the heteroaryl moieties. The results indicated that thermal stability decreased with the increment of the aromatic stabilization energies of the variable heteroaryl rings in the order of thiazyl<thienyl<pyrrolyl. Moreover, the dual switching behaviors of these azaindole‐containing diarylethenes were also studied by the stimulation of acid/base and light. Addition of trifluoroacetic acid to the solutions of these diarylethenes resulted in obvious hypochromic shifts, and their N‐protonated forms also exhibited favorable photochromism.